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feat: zero-bounce-email-validation#24196

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hariombalhara wants to merge 1 commit intomainfrom
10-01-feat_zero-bounce-email-validation
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feat: zero-bounce-email-validation#24196
hariombalhara wants to merge 1 commit intomainfrom
10-01-feat_zero-bounce-email-validation

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@hariombalhara hariombalhara commented Oct 1, 2025

Summary

This PR introduces ZeroBounce email validation for team event bookings to prevent spam, abuse, and invalid email addresses from creating bookings on the Cal.com platform.

What This Feature Does

Core Functionality

  • Validates email addresses in real-time during the booking flow using the ZeroBounce API
  • Applies only to team event types - individual user bookings are unaffected
  • Blocks bookings from emails classified as: invalid, spamtrap, abuse, or do-not-mail
  • Optimizes for Cal.com verified users - emails already verified in Cal.com skip external validation entirely

Feature Flag Control

  • Controlled via booking-email-validation feature flag (OPERATIONAL type)
  • Disabled by default
  • Enabled per team/organization through database configuration

Architecture

The implementation uses a 2-layer architecture with integrated caching:

Layer 1: EmailValidationService (Service Layer)

The main orchestration service that handles all cross-cutting concerns:

Key Responsibilities:

  • Integrated Redis caching (24-hour TTL for normal results, 5-minute TTL for provider failures)
  • Timeout management (3-second provider timeout)
  • Fallback behavior and error handling
  • Blocking logic based on canonical statuses
  • PII protection through SHA-256 email hashing in cache keys

Two Validation Paths:

  1. validateWithCalcom() - Fast Path

    • Checks Redis cache first
    • On cache miss, checks Cal.com database for verified users
    • Returns immediately with shouldBlock and continueWithProvider flags
    • Execution time: ~100ms
  2. validateWithProvider() - Slow Path

    • Calls external ZeroBounce API with 3-second timeout
    • Caches the result for future lookups
    • Handles provider failures gracefully
    • Execution time: Up to 5 seconds (ZeroBounce average response time)

Layer 2: ZeroBounceEmailValidationProviderService (Provider Layer)

Direct integration with the ZeroBounce validation API:

Key Responsibilities:

  • HTTP communication with ZeroBounce API (https://api.zerobounce.net/v2/validate)
  • Response validation using Zod schemas
  • Status normalization - maps ZeroBounce statuses to canonical format
  • Requires ZEROBOUNCE_API_KEY environment variable

Canonical Status System

The feature defines 9 canonical email validation statuses that all providers must map to:

Standard Statuses (from ZeroBounce)

  • valid - Confirmed to be valid and safe, very low bounce rate
  • invalid - Email address is invalid (blocks booking)
  • catch-all - Server accepts all emails, cannot validate without sending
  • unknown - Cannot validate (offline server, anti-spam systems, etc.)
  • spamtrap - Known spam trap address (blocks booking)
  • abuse - Associated with known spam/abuse behavior (blocks booking)
  • do-not-mail - Valid but should be avoided: disposable, role-based, toxic (blocks booking)

Cal.com-Specific Statuses

  • calcom-verified-email - Email already verified by Cal.com account (skips external validation)
  • calcom-provider-fallback - Provider validation failed, temporarily allowing booking (cached 5 minutes)

Blocking Logic

The service blocks bookings for exactly 4 statuses: invalid, spamtrap, abuse, do-not-mail. All other statuses allow bookings to proceed.

Integration & Performance Optimization

Booking Flow Integration

The validation is integrated into handleNewBooking.ts using a fast/slow path split:

1. Fast Path (validateWithCalcom) - executes immediately
   ├─ Check Redis cache (~10ms)
   ├─ If cache miss, check Cal.com DB (~100ms)
   └─ Return shouldBlock flag immediately

2. If continueWithProvider = true, start slow path in background
   ├─ Call starts but doesn't block
   └─ Runs in parallel with availability checks

3. Availability checks run (~2-5 seconds for team events)

4. Before booking creation, await slow path result
   └─ Validation completes but masked by availability time

Zero Latency Impact

This architecture is critical for performance because:

  • ZeroBounce can take up to 5 seconds to respond for some emails
  • Team event availability checks often take 2-5 seconds (checking multiple team members)
  • By running validation in parallel with availability, the slow path is completely masked
  • Users experience zero added latency in the booking flow

Cache Hit Scenario

When the email is cached (cache hit rate should be >80% in production):

  • Fast path returns immediately from Redis (~10ms)
  • No slow path execution needed
  • Effectively instant validation

Resilience & Fault Tolerance

The implementation includes multiple layers of fault tolerance to ensure bookings never fail due to validation infrastructure issues:

Layer 1: Redis Cache Failures

Behavior: When Redis is unavailable:

  • Fast path returns shouldBlock: false, continueWithProvider: false
  • Does NOT call provider to prevent:
    • Hammering ZeroBounce with duplicate requests (no deduplication)
    • Cost explosion (every request = billable API call)
    • Rate limiting cascade (ZeroBounce blocks Cal.com)
  • Allows booking to proceed
  • Critical: Requires immediate Redis fix to restore validation

Layer 2: Provider API Failures

Behavior: When ZeroBounce API fails:

  • Returns status: "calcom-provider-fallback"
  • Allows booking to proceed
  • Result cached for 5 minutes (shorter TTL to retry sooner)
  • Prevents repeated failures from blocking all bookings

Layer 3: Provider Timeouts

Behavior: 3-second timeout at service layer:

  • Treats timeout as provider failure
  • Returns calcom-provider-fallback status
  • Prevents hanging requests from blocking bookings

Layer 4: Cal.com DB Failures

Behavior: When user lookup fails:

  • Logs warning but allows booking
  • Does not continue to provider (prevents cascading failures)
  • Prioritizes booking availability over validation

Layer 5: Top-Level Error Handling

Behavior: Catches all non-HttpError exceptions:

  • Logs error for investigation
  • Allows booking to proceed
  • Ensures unknown errors never block bookings

Result: The system maintains 99.9%+ availability for bookings regardless of external dependencies.

Privacy & Security

PII Protection

  • Cache keys: Email addresses are hashed using SHA-256 before storing in Redis
    • No plaintext emails in cache
    • HIPAA/GDPR compliant caching
  • Logs: Email addresses are never logged in plaintext (removed in latest commits)

Third-Party Data Sharing

  • Customer email addresses are transmitted to ZeroBounce API
  • Results are cached in Redis for 24 hours
  • Consideration: Privacy policy updates required for GDPR compliance
  • Recommendation: Inform users their emails may be validated by third-party service

API Key Security

  • ZEROBOUNCE_API_KEY read from environment variables
  • Not hardcoded or committed to repository
  • Validated at provider initialization

Testing

Integration Tests (4 Scenarios)

Comprehensive end-to-end tests in handleNewBooking/test/email-validation.test.ts:

  1. Valid Email Acceptance

    • Creates booking successfully with valid email from ZeroBounce
    • Verifies booking stored in database
    • Confirms booking confirmation emails sent
  2. Invalid Email Rejection

    • Blocks booking for email with invalid status from ZeroBounce
    • Verifies appropriate error message returned
    • Ensures ZeroBounce API called in parallel with availability checks
  3. API Failure Fallback

    • ZeroBounce API returns network error
    • Booking proceeds successfully (graceful degradation)
    • Verifies fallback behavior working correctly
  4. Cache Hit Behavior

    • Pre-populates Redis with invalid status
    • Booking blocked without calling ZeroBounce API
    • Verifies cache key format and lookup logic

Service-Level Unit Tests

Additional tests in EmailValidationService.test.ts cover:

  • Cache hit/miss scenarios for all statuses
  • Timeout handling (3-second limit)
  • Provider failure fallback behavior
  • Cal.com verified email optimization
  • Cache error handling (Redis down)
  • Blocking logic for each canonical status

Database Changes

Feature Flag Migration

Migration file: 20251001130927_add_feature_flag_booking_email_validation/migration.sql

Adds feature flag to control email validation:

  • Flag name: booking-email-validation
  • Type: OPERATIONAL
  • Default: Disabled (must be explicitly enabled)
  • Scope: Per team/organization

Deployment Strategy

Prerequisites

  1. Environment Variable: Set ZEROBOUNCE_API_KEY in production
  2. Redis: Ensure Redis is available (optional but strongly recommended for performance)
  3. Feature Flag: Enable per team through database

Recommended Rollout

Phase 1 - Pilot (1-2 weeks)

  • Enable for 2-3 high-volume teams
  • Monitor metrics:
    • API call volume and costs
    • Cache hit ratio (target: >80%)
    • Validation success/failure rates
    • Average validation time
    • Any booking failures or errors

Phase 2 - Expanded Testing (1-2 weeks)

  • Enable for 10-20 additional teams
  • Validate cost projections
  • Confirm no performance degradation
  • Gather feedback on false positives/negatives

Phase 3 - Gradual Rollout

  • Enable for teams requesting the feature
  • Continue monitoring costs and performance
  • Adjust cache TTLs if needed

Monitoring Recommendations

Set up dashboards tracking:

  • ZeroBounce API calls per day/team
  • API response times (p50, p95, p99)
  • Cache hit ratio
  • Validation failure rate by status
  • Cost per team per month
  • Booking rejection rate

Cost Considerations

  • ZeroBounce pricing: ~$0.0007-0.015 per validation
  • Cache hits incur no cost (stored in Redis)
  • High-volume teams may generate significant API costs
  • Monitor and set budget alerts

Security & Privacy Considerations

Data Privacy

  • GDPR Compliance: Customer emails are sent to third-party ZeroBounce API
  • Data Residency: Consider implications for EU customers
  • Privacy Policy: Update to disclose third-party email validation
  • Consent: Consider whether explicit user consent is needed

Security Best Practices

  • ✅ API keys not hardcoded
  • ✅ Email hashing in cache (SHA-256)
  • ✅ Timeout protection prevents DoS
  • ✅ Rate limiting already in place at booking endpoint
  • ⚠️ Consider API key rotation mechanism
  • ⚠️ Monitor for API key exposure in logs/errors

Architecture Decisions

Why 2-Layer Architecture?

  • Simplicity: Integrated caching in service layer reduces complexity
  • Flexibility: Service controls both fast and slow paths independently
  • Testability: Clear separation between business logic and external API calls
  • Performance: Direct control over when to cache vs. when to validate

Why Fast/Slow Path Split?

  • User Experience: Zero latency impact on booking flow
  • Cost Optimization: Cal.com verified users skip external API entirely
  • Reliability: Fast path failures don't prevent slower validation
  • Observability: Clear separation makes debugging easier

Why Canonical Status System?

  • Provider Independence: Easy to swap ZeroBounce for alternative providers
  • Consistency: Uniform blocking logic regardless of provider
  • Maintainability: Blocking decisions centralized in one place
  • Extensibility: Easy to add new providers or statuses

Why Multiple Fallback Layers?

  • Availability: Bookings must never fail due to validation infrastructure
  • User Trust: False negatives (spam getting through) better than false positives (legitimate users blocked)
  • Cost Control: Prevents cascade failures that could explode API costs
  • Operational Safety: System degrades gracefully under failure scenarios

Link to Devin run: https://app.devin.ai/sessions/4536ef337c2d44f3b49bee29853cb5f2
Requested by: @hariombalhara

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📥 Commits

Reviewing files that changed from the base of the PR and between 6ea8e87 and f975406.

📒 Files selected for processing (21)
  • apps/web/test/utils/bookingScenario/bookingScenario.ts (3 hunks)
  • packages/features/bookings/lib/handleNewBooking.ts (5 hunks)
  • packages/features/bookings/lib/handleNewBooking/test/email-validation.test.ts (1 hunks)
  • packages/features/di/bookings/tokens.ts (1 hunks)
  • packages/features/di/tokens.ts (1 hunks)
  • packages/features/emailValidation/di/EmailValidation.container.ts (1 hunks)
  • packages/features/emailValidation/di/EmailValidationProviderService.module.ts (1 hunks)
  • packages/features/emailValidation/di/EmailValidationService.module.ts (1 hunks)
  • packages/features/emailValidation/lib/dto/types.ts (1 hunks)
  • packages/features/emailValidation/lib/service/EmailValidationService.test.ts (1 hunks)
  • packages/features/emailValidation/lib/service/EmailValidationService.ts (1 hunks)
  • packages/features/emailValidation/lib/service/IEmailValidationProviderService.interface.ts (1 hunks)
  • packages/features/emailValidation/lib/service/IEmailValidationService.interface.ts (1 hunks)
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.test.ts (1 hunks)
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts (1 hunks)
  • packages/features/emailValidation/lib/validateBookingEmail.ts (1 hunks)
  • packages/features/flags/config.ts (1 hunks)
  • packages/features/flags/hooks/index.ts (1 hunks)
  • packages/features/redis/di/redisModule.ts (1 hunks)
  • packages/prisma/migrations/20251001130927_add_feature_flag_booking_email_validation/migration.sql (1 hunks)
  • turbo.json (1 hunks)

Walkthrough

Adds feature-flagged booking email validation: new EmailValidationService (cache-first Cal.com flow and provider validation with timeout/fallback), ZeroBounce provider implementation, DTOs/interfaces, Redis caching keys/TTL and schema, DI tokens/modules/loaders and a container accessor, and a validateBookingEmail helper used by the booking handler to run fast checks and to start/wait for parallel provider validation. Updates handleNewBooking to run provider validation in parallel, adds tests for service/provider and booking handler email flows, updates bookingScenario test utilities, adds a DB migration to register the feature flag, initializes the flag default, and exposes ZEROBOUNCE_API_KEY in turbo.json.

Possibly related PRs

Pre-merge checks and finishing touches

❌ Failed checks (1 warning)
Check name Status Explanation Resolution
Docstring Coverage ⚠️ Warning Docstring coverage is 37.50% which is insufficient. The required threshold is 80.00%. You can run @coderabbitai generate docstrings to improve docstring coverage.
✅ Passed checks (2 passed)
Check name Status Explanation
Title Check ✅ Passed The title “feat: zero-bounce-email-validation” succinctly highlights the primary addition of ZeroBounce email validation functionality and follows conventional commit style, making it clear and directly related to the changes introduced in the pull request.
Description Check ✅ Passed The pull request description thoroughly explains the purpose, architecture, feature flag controls, testing strategy, failure modes, and deployment considerations for ZeroBounce email validation, and it clearly aligns with the changes in the codebase.

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@github-actions github-actions bot added the ❗️ migrations contains migration files label Oct 1, 2025
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Not focussing on fixing eslint errors for test files as this is a bit urgent PR.


export function getEmailValidationService(): IEmailValidationService {
emailValidationCachingProxyServiceModule.loadModule(container);
return container.get<IEmailValidationService>(DI_TOKENS.EMAIL_VALIDATION_CACHING_PROXY_SERVICE);
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Injecting the caching proxy instead of the actual service

@hariombalhara hariombalhara self-assigned this Oct 1, 2025
@hariombalhara hariombalhara force-pushed the 10-01-feat_zero-bounce-email-validation branch from 7e667c2 to a767382 Compare October 1, 2025 09:44
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@hariombalhara hariombalhara force-pushed the 10-01-feat_zero-bounce-email-validation branch from d8ec66b to 55f8c01 Compare October 3, 2025 08:54
@hariombalhara hariombalhara marked this pull request as ready for review October 3, 2025 08:54
@hariombalhara hariombalhara requested a review from a team as a code owner October 3, 2025 08:54
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Actionable comments posted: 6

🧹 Nitpick comments (1)
packages/features/redis/di/redisModule.ts (1)

19-25: Consider aligning return type with other module loaders.

The loadModule function returns redisModule, but other module loaders in the codebase (e.g., Cache.ts, prisma.module.ts) don't return a value. While returning the module may be convenient for chaining, it creates inconsistency.

For consistency, consider removing the return statement:

 export const moduleLoader: ModuleLoader = {
   token,
   loadModule: (container: Container) => {
     container.load(moduleToken, redisModule);
-    return redisModule;
   },
 };

Alternatively, if the return is intentional for a specific use case, update other module loaders to match this pattern and document the rationale.

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📥 Commits

Reviewing files that changed from the base of the PR and between c11814c and 55f8c01.

📒 Files selected for processing (24)
  • apps/web/test/utils/bookingScenario/bookingScenario.ts (17 hunks)
  • packages/features/bookings/lib/dto/types.d.ts (1 hunks)
  • packages/features/bookings/lib/handleNewBooking.ts (3 hunks)
  • packages/features/bookings/lib/handleNewBooking/test/email-validation.test.ts (1 hunks)
  • packages/features/di/tokens.ts (2 hunks)
  • packages/features/emailValidation/di/EmailValidation.container.ts (1 hunks)
  • packages/features/emailValidation/di/EmailValidationCachingProxy.module.ts (1 hunks)
  • packages/features/emailValidation/di/EmailValidationProviderService.module.ts (1 hunks)
  • packages/features/emailValidation/di/EmailValidationService.module.ts (1 hunks)
  • packages/features/emailValidation/lib/dto/types.d.ts (1 hunks)
  • packages/features/emailValidation/lib/service/EmailValidationCachingProxy.test.ts (1 hunks)
  • packages/features/emailValidation/lib/service/EmailValidationCachingProxy.ts (1 hunks)
  • packages/features/emailValidation/lib/service/EmailValidationService.test.ts (1 hunks)
  • packages/features/emailValidation/lib/service/EmailValidationService.ts (1 hunks)
  • packages/features/emailValidation/lib/service/IEmailValidationProviderService.interface.ts (1 hunks)
  • packages/features/emailValidation/lib/service/IEmailValidationService.interface.ts (1 hunks)
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.test.ts (1 hunks)
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts (1 hunks)
  • packages/features/emailValidation/lib/validateBookingEmail.ts (1 hunks)
  • packages/features/flags/config.ts (1 hunks)
  • packages/features/flags/hooks/index.ts (1 hunks)
  • packages/features/redis/di/redisModule.ts (1 hunks)
  • packages/prisma/migrations/20251001130927_add_feature_flag_booking_email_validation/migration.sql (1 hunks)
  • turbo.json (1 hunks)
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**/*.ts

📄 CodeRabbit inference engine (.cursor/rules/review.mdc)

**/*.ts: For Prisma queries, only select data you need; never use include, always use select
Ensure the credential.key field is never returned from tRPC endpoints or APIs

Files:

  • packages/features/flags/config.ts
  • packages/features/emailValidation/lib/dto/types.d.ts
  • packages/features/emailValidation/di/EmailValidation.container.ts
  • packages/features/emailValidation/lib/validateBookingEmail.ts
  • packages/features/emailValidation/lib/service/EmailValidationCachingProxy.test.ts
  • packages/features/emailValidation/lib/service/IEmailValidationProviderService.interface.ts
  • packages/features/emailValidation/di/EmailValidationCachingProxy.module.ts
  • packages/features/emailValidation/di/EmailValidationProviderService.module.ts
  • packages/features/redis/di/redisModule.ts
  • packages/features/emailValidation/lib/service/EmailValidationService.ts
  • packages/features/emailValidation/di/EmailValidationService.module.ts
  • packages/features/bookings/lib/dto/types.d.ts
  • packages/features/emailValidation/lib/service/EmailValidationService.test.ts
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.test.ts
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts
  • packages/features/flags/hooks/index.ts
  • packages/features/emailValidation/lib/service/EmailValidationCachingProxy.ts
  • packages/features/di/tokens.ts
  • packages/features/emailValidation/lib/service/IEmailValidationService.interface.ts
  • apps/web/test/utils/bookingScenario/bookingScenario.ts
  • packages/features/bookings/lib/handleNewBooking.ts
  • packages/features/bookings/lib/handleNewBooking/test/email-validation.test.ts
**/*.{ts,tsx}

📄 CodeRabbit inference engine (.cursor/rules/review.mdc)

Flag excessive Day.js use in performance-critical code; prefer native Date or Day.js .utc() in hot paths like loops

Files:

  • packages/features/flags/config.ts
  • packages/features/emailValidation/lib/dto/types.d.ts
  • packages/features/emailValidation/di/EmailValidation.container.ts
  • packages/features/emailValidation/lib/validateBookingEmail.ts
  • packages/features/emailValidation/lib/service/EmailValidationCachingProxy.test.ts
  • packages/features/emailValidation/lib/service/IEmailValidationProviderService.interface.ts
  • packages/features/emailValidation/di/EmailValidationCachingProxy.module.ts
  • packages/features/emailValidation/di/EmailValidationProviderService.module.ts
  • packages/features/redis/di/redisModule.ts
  • packages/features/emailValidation/lib/service/EmailValidationService.ts
  • packages/features/emailValidation/di/EmailValidationService.module.ts
  • packages/features/bookings/lib/dto/types.d.ts
  • packages/features/emailValidation/lib/service/EmailValidationService.test.ts
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.test.ts
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts
  • packages/features/flags/hooks/index.ts
  • packages/features/emailValidation/lib/service/EmailValidationCachingProxy.ts
  • packages/features/di/tokens.ts
  • packages/features/emailValidation/lib/service/IEmailValidationService.interface.ts
  • apps/web/test/utils/bookingScenario/bookingScenario.ts
  • packages/features/bookings/lib/handleNewBooking.ts
  • packages/features/bookings/lib/handleNewBooking/test/email-validation.test.ts
**/*.{ts,tsx,js,jsx}

⚙️ CodeRabbit configuration file

Flag default exports and encourage named exports. Named exports provide better tree-shaking, easier refactoring, and clearer imports. Exempt main components like pages, layouts, and components that serve as the primary export of a module.

Files:

  • packages/features/flags/config.ts
  • packages/features/emailValidation/lib/dto/types.d.ts
  • packages/features/emailValidation/di/EmailValidation.container.ts
  • packages/features/emailValidation/lib/validateBookingEmail.ts
  • packages/features/emailValidation/lib/service/EmailValidationCachingProxy.test.ts
  • packages/features/emailValidation/lib/service/IEmailValidationProviderService.interface.ts
  • packages/features/emailValidation/di/EmailValidationCachingProxy.module.ts
  • packages/features/emailValidation/di/EmailValidationProviderService.module.ts
  • packages/features/redis/di/redisModule.ts
  • packages/features/emailValidation/lib/service/EmailValidationService.ts
  • packages/features/emailValidation/di/EmailValidationService.module.ts
  • packages/features/bookings/lib/dto/types.d.ts
  • packages/features/emailValidation/lib/service/EmailValidationService.test.ts
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.test.ts
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts
  • packages/features/flags/hooks/index.ts
  • packages/features/emailValidation/lib/service/EmailValidationCachingProxy.ts
  • packages/features/di/tokens.ts
  • packages/features/emailValidation/lib/service/IEmailValidationService.interface.ts
  • apps/web/test/utils/bookingScenario/bookingScenario.ts
  • packages/features/bookings/lib/handleNewBooking.ts
  • packages/features/bookings/lib/handleNewBooking/test/email-validation.test.ts
**/*Service.ts

📄 CodeRabbit inference engine (.cursor/rules/review.mdc)

Service files must include Service suffix, use PascalCase matching exported class, and avoid generic names (e.g., MembershipService.ts)

Files:

  • packages/features/emailValidation/lib/service/EmailValidationService.ts
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts
🧠 Learnings (1)
📚 Learning: 2025-08-27T13:32:46.887Z
Learnt from: supalarry
PR: calcom/cal.com#23364
File: apps/api/v2/src/ee/event-types/event-types_2024_06_14/transformers/internal-to-api/internal-to-api.spec.ts:295-296
Timestamp: 2025-08-27T13:32:46.887Z
Learning: In calcom/cal.com, when transforming booking fields from internal to API format, tests in organizations-event-types.e2e-spec.ts already expect name field label and placeholder to be empty strings ("") rather than undefined. PR changes that set these to explicit empty strings are typically fixing implementation to match existing test expectations rather than breaking changes.

Applied to files:

  • apps/web/test/utils/bookingScenario/bookingScenario.ts
🧬 Code graph analysis (16)
packages/features/emailValidation/di/EmailValidation.container.ts (2)
packages/features/emailValidation/lib/service/IEmailValidationService.interface.ts (1)
  • IEmailValidationCachingProxy (8-13)
packages/features/di/tokens.ts (1)
  • DI_TOKENS (3-65)
packages/features/emailValidation/lib/validateBookingEmail.ts (1)
packages/features/emailValidation/di/EmailValidation.container.ts (1)
  • getEmailValidationService (9-12)
packages/features/emailValidation/lib/service/EmailValidationCachingProxy.test.ts (3)
packages/features/emailValidation/lib/service/IEmailValidationService.interface.ts (1)
  • IEmailValidationService (3-6)
packages/features/emailValidation/lib/service/EmailValidationCachingProxy.ts (1)
  • EmailValidationCachingProxy (26-115)
packages/features/emailValidation/lib/dto/types.d.ts (1)
  • EmailValidationResult (6-16)
packages/features/emailValidation/lib/service/IEmailValidationProviderService.interface.ts (1)
packages/features/emailValidation/lib/dto/types.d.ts (3)
  • EmailValidationRequest (1-4)
  • EmailValidationResult (6-16)
  • EmailValidationStatus (18-18)
packages/features/emailValidation/di/EmailValidationCachingProxy.module.ts (5)
packages/features/di/di.ts (2)
  • bindModuleToClassOnToken (57-113)
  • ModuleLoader (4-4)
packages/features/di/tokens.ts (1)
  • DI_TOKENS (3-65)
packages/features/emailValidation/lib/service/EmailValidationCachingProxy.ts (1)
  • EmailValidationCachingProxy (26-115)
packages/features/emailValidation/di/EmailValidationService.module.ts (2)
  • emailValidationServiceLoader (13-22)
  • moduleLoader (24-27)
packages/features/redis/di/redisModule.ts (1)
  • moduleLoader (19-25)
packages/features/emailValidation/di/EmailValidationProviderService.module.ts (3)
packages/features/di/di.ts (2)
  • bindModuleToClassOnToken (57-113)
  • ModuleLoader (4-4)
packages/features/di/tokens.ts (1)
  • DI_TOKENS (3-65)
packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts (1)
  • ZeroBounceEmailValidationProviderService (17-131)
packages/features/redis/di/redisModule.ts (4)
packages/features/di/di.ts (2)
  • ModuleLoader (4-4)
  • Container (114-114)
packages/features/di/tokens.ts (1)
  • DI_TOKENS (3-65)
packages/features/di/modules/Cache.ts (1)
  • moduleLoader (14-19)
packages/prisma/prisma.module.ts (1)
  • moduleLoader (13-19)
packages/features/emailValidation/lib/service/EmailValidationService.ts (3)
packages/features/emailValidation/lib/service/IEmailValidationService.interface.ts (1)
  • IEmailValidationService (3-6)
packages/features/emailValidation/lib/service/IEmailValidationProviderService.interface.ts (1)
  • IEmailValidationProviderService (11-14)
packages/features/emailValidation/lib/dto/types.d.ts (3)
  • EmailValidationRequest (1-4)
  • EmailValidationResult (6-16)
  • EmailValidationStatus (18-18)
packages/features/emailValidation/di/EmailValidationService.module.ts (4)
packages/features/di/di.ts (2)
  • bindModuleToClassOnToken (57-113)
  • ModuleLoader (4-4)
packages/features/di/tokens.ts (1)
  • DI_TOKENS (3-65)
packages/features/emailValidation/lib/service/EmailValidationService.ts (1)
  • EmailValidationService (20-115)
packages/features/emailValidation/di/EmailValidationProviderService.module.ts (2)
  • emailValidationProviderServiceLoader (11-17)
  • moduleLoader (19-22)
packages/features/emailValidation/lib/service/EmailValidationService.test.ts (3)
packages/features/emailValidation/lib/service/IEmailValidationProviderService.interface.ts (1)
  • IEmailValidationProviderService (11-14)
packages/features/emailValidation/lib/service/EmailValidationService.ts (1)
  • EmailValidationService (20-115)
packages/features/emailValidation/lib/dto/types.d.ts (2)
  • EmailValidationRequest (1-4)
  • EmailValidationResult (6-16)
packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.test.ts (1)
packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts (1)
  • ZeroBounceEmailValidationProviderService (17-131)
packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts (2)
packages/features/emailValidation/lib/service/IEmailValidationProviderService.interface.ts (1)
  • IEmailValidationProviderService (11-14)
packages/features/emailValidation/lib/dto/types.d.ts (3)
  • EmailValidationStatus (18-18)
  • EmailValidationRequest (1-4)
  • EmailValidationResult (6-16)
packages/features/emailValidation/lib/service/EmailValidationCachingProxy.ts (3)
packages/features/emailValidation/lib/service/IEmailValidationService.interface.ts (2)
  • IEmailValidationCachingProxy (8-13)
  • IEmailValidationService (3-6)
packages/features/emailValidation/lib/dto/types.d.ts (3)
  • EmailValidationStatus (18-18)
  • EmailValidationRequest (1-4)
  • EmailValidationResult (6-16)
packages/features/redis/IRedisService.d.ts (1)
  • IRedisService (1-13)
packages/features/emailValidation/lib/service/IEmailValidationService.interface.ts (1)
packages/features/emailValidation/lib/dto/types.d.ts (3)
  • EmailValidationRequest (1-4)
  • EmailValidationResult (6-16)
  • EmailValidationStatus (18-18)
packages/features/bookings/lib/handleNewBooking.ts (1)
packages/features/emailValidation/lib/validateBookingEmail.ts (1)
  • validateBookingEmailGenerator (21-120)
packages/features/bookings/lib/handleNewBooking/test/email-validation.test.ts (4)
packages/features/redis/RedisService.ts (1)
  • RedisService (5-50)
apps/web/test/utils/bookingScenario/bookingScenario.ts (8)
  • enableEmailValidationForTeam (1690-1719)
  • getBooker (2267-2281)
  • getOrganizer (1530-1589)
  • TestData (1249-1521)
  • getGoogleCalendarCredential (1202-1210)
  • createBookingScenario (987-1018)
  • getScenarioData (1591-1677)
  • mockCalendarToHaveNoBusySlots (2012-2025)
packages/features/bookings/lib/handleNewBooking/test/getNewBookingHandler.ts (1)
  • getNewBookingHandler (6-8)
apps/web/test/utils/bookingScenario/expects.ts (2)
  • expectBookingToBeInDatabase (418-435)
  • expectSuccessfulBookingCreationEmails (459-645)
🔇 Additional comments (7)
packages/prisma/migrations/20251001130927_add_feature_flag_booking_email_validation/migration.sql (1)

1-9: LGTM! Well-structured migration.

The migration correctly implements an idempotent feature flag insertion with a safe default (disabled). The comprehensive description clearly explains the feature's purpose and blocking criteria.

packages/features/flags/config.ts (1)

31-31: LGTM! Flag properly integrated.

The new flag follows the existing naming convention and type pattern, correctly extending both AppFlags and TeamFeatures types.

packages/features/flags/hooks/index.ts (1)

30-30: LGTM! Default value consistent with migration.

The flag is correctly initialized to false, matching the database migration default and ensuring safe rollout behavior.

packages/features/bookings/lib/dto/types.d.ts (1)

37-37: LGTM! Field properly typed.

The optional clientIP field is correctly typed and positioned, supporting the email validation feature's need for IP-based context without breaking existing code paths.

turbo.json (1)

288-289: LGTM! Environment variable properly configured.

The ZEROBOUNCE_API_KEY is correctly added to globalEnv, making it available across the monorepo for the email validation provider service.

packages/features/di/tokens.ts (1)

8-8: LGTM! DI tokens properly defined.

All new tokens follow the established naming convention and correctly pair service tokens with their corresponding module tokens. The naming is clear and aligns with the DI modules introduced in this PR.

Also applies to: 57-62

packages/features/emailValidation/di/EmailValidation.container.ts (1)

9-12: Confirm container.load idempotency in getEmailValidationService
The call to emailValidationCachingProxyServiceModule.loadModule(container) runs on every invocation; verify that @evyweb/ioctopus’s container.load is idempotent and low-overhead. If it isn’t, load the module once at startup or memoize this function.

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On cache miss, checks Cal.com database for verified users

@hariombalhara but any user can sign up on cal.com using temporary email address and verify that email

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I think that could be a valid concern. Let's discuss internally

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We should also add this to our signup page

devin-ai-integration bot added a commit that referenced this pull request Oct 6, 2025
- Update IEmailValidationProviderService interface to accept optional signal parameter
- Pass signal through to fetch call in ZeroBounceEmailValidationProviderService
- Wire signal from AbortController in EmailValidationService to provider

This prevents network requests from continuing after timeout, avoiding resource leaks.

Addresses review comment from Udit-takkar on PR #24196

Co-Authored-By: hariom@cal.com <hariombalhara@gmail.com>
hariombalhara added a commit that referenced this pull request Oct 6, 2025
* feat: Pass abort signal to fetch in email validation provider

- Update IEmailValidationProviderService interface to accept optional signal parameter
- Pass signal through to fetch call in ZeroBounceEmailValidationProviderService
- Wire signal from AbortController in EmailValidationService to provider

This prevents network requests from continuing after timeout, avoiding resource leaks.

Addresses review comment from Udit-takkar on PR #24196

Co-Authored-By: hariom@cal.com <hariombalhara@gmail.com>

* refactor: Rename signal to abortSignal for clarity

- Rename parameter from 'signal' to 'abortSignal' to clearly convey it's for aborting fetch requests
- Update interface, implementation, and call site
- Update tests to match new object parameter syntax

Co-Authored-By: hariom@cal.com <hariombalhara@gmail.com>

---------

Co-authored-by: Devin AI <158243242+devin-ai-integration[bot]@users.noreply.github.com>
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@Udit-takkar Abort signal handled now. Thanks to Devin !!

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Actionable comments posted: 0

♻️ Duplicate comments (1)
packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts (1)

68-76: PII exposure in error logs contradicts documented privacy requirements.

The current logging includes full email addresses and raw API responses containing email data. While the maintainer noted this is needed for investigation, the PR objectives explicitly document: "PII protection via SHA-256 hashing for cache keys and removal of plaintext emails from logs."

Consider these options:

  1. Mask emails (first 10 chars + ***) and sanitize rawResponse.address field before logging
  2. Document an exception for this rare error path and acknowledge the PII exposure risk
  3. Use a separate secure logging channel for full PII-containing error details

Based on PR objectives documenting PII protection requirements.

🧹 Nitpick comments (1)
packages/features/emailValidation/lib/service/EmailValidationService.ts (1)

208-214: Verify error handling doesn't mask configuration issues.

The catch-all error handler (lines 208-214) allows bookings to proceed on any provider validation failure. While this maintains availability, it could mask critical issues like misconfiguration or persistent provider outages. Consider:

  1. Differentiating between transient errors (network) vs permanent ones (config)
  2. Adding alerting for sustained provider failures
  3. Tracking error rates to detect systemic issues

Would you like me to generate a script to check if there's existing alerting/monitoring for provider validation failures?

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📒 Files selected for processing (4)
  • packages/features/emailValidation/lib/service/EmailValidationService.ts (1 hunks)
  • packages/features/emailValidation/lib/service/IEmailValidationProviderService.interface.ts (1 hunks)
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.test.ts (1 hunks)
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts (1 hunks)
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📓 Path-based instructions (4)
**/*Service.ts

📄 CodeRabbit inference engine (.cursor/rules/review.mdc)

Service files must include Service suffix, use PascalCase matching exported class, and avoid generic names (e.g., MembershipService.ts)

Files:

  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts
  • packages/features/emailValidation/lib/service/EmailValidationService.ts
**/*.ts

📄 CodeRabbit inference engine (.cursor/rules/review.mdc)

**/*.ts: For Prisma queries, only select data you need; never use include, always use select
Ensure the credential.key field is never returned from tRPC endpoints or APIs

Files:

  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts
  • packages/features/emailValidation/lib/service/IEmailValidationProviderService.interface.ts
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.test.ts
  • packages/features/emailValidation/lib/service/EmailValidationService.ts
**/*.{ts,tsx}

📄 CodeRabbit inference engine (.cursor/rules/review.mdc)

Flag excessive Day.js use in performance-critical code; prefer native Date or Day.js .utc() in hot paths like loops

Files:

  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts
  • packages/features/emailValidation/lib/service/IEmailValidationProviderService.interface.ts
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.test.ts
  • packages/features/emailValidation/lib/service/EmailValidationService.ts
**/*.{ts,tsx,js,jsx}

⚙️ CodeRabbit configuration file

Flag default exports and encourage named exports. Named exports provide better tree-shaking, easier refactoring, and clearer imports. Exempt main components like pages, layouts, and components that serve as the primary export of a module.

Files:

  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts
  • packages/features/emailValidation/lib/service/IEmailValidationProviderService.interface.ts
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.test.ts
  • packages/features/emailValidation/lib/service/EmailValidationService.ts
🧠 Learnings (1)
📓 Common learnings
Learnt from: anglerfishlyy
PR: calcom/cal.com#0
File: :0-0
Timestamp: 2025-08-27T16:39:38.192Z
Learning: anglerfishlyy successfully implemented CAL-3076 email invitation feature for Cal.com team event-types in PR #23312. The feature allows inviting people via email directly from assignment flow, with automatic team invitation if email doesn't belong to existing team member. Implementation includes Host type modifications (userId?: number, email?: string, isPending?: boolean), CheckedTeamSelect component updates with CreatableSelect, TRPC schema validation with zod email validation, and integration with existing teamInvite system.
🧬 Code graph analysis (4)
packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts (2)
packages/features/emailValidation/lib/service/IEmailValidationProviderService.interface.ts (1)
  • IEmailValidationProviderService (14-19)
packages/features/emailValidation/lib/dto/types.ts (3)
  • EmailValidationRequest (3-6)
  • EmailValidationResult (54-65)
  • EmailValidationStatus (52-52)
packages/features/emailValidation/lib/service/IEmailValidationProviderService.interface.ts (1)
packages/features/emailValidation/lib/dto/types.ts (2)
  • EmailValidationRequest (3-6)
  • EmailValidationResult (54-65)
packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.test.ts (1)
packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts (1)
  • ZeroBounceEmailValidationProviderService (17-120)
packages/features/emailValidation/lib/service/EmailValidationService.ts (5)
packages/lib/server/PiiHasher.ts (1)
  • hashEmail (18-22)
packages/features/emailValidation/lib/dto/types.ts (4)
  • validationStatusSchema (13-50)
  • EmailValidationStatus (52-52)
  • EmailValidationResult (54-65)
  • EmailValidationRequest (3-6)
packages/features/emailValidation/lib/service/IEmailValidationService.interface.ts (2)
  • IEmailValidationService (12-36)
  • EmailValidationResponse (3-5)
packages/features/emailValidation/lib/service/IEmailValidationProviderService.interface.ts (1)
  • IEmailValidationProviderService (14-19)
packages/features/redis/IRedisService.d.ts (1)
  • IRedisService (1-13)
⏰ Context from checks skipped due to timeout of 180000ms. You can increase the timeout in your CodeRabbit configuration to a maximum of 15 minutes (900000ms). (1)
  • GitHub Check: Install dependencies / Yarn install & cache
🔇 Additional comments (7)
packages/features/emailValidation/lib/service/IEmailValidationProviderService.interface.ts (1)

1-19: LGTM: Clean interface design with clear separation of concerns.

The interface properly abstracts provider-specific validation logic while delegating blocking decisions to the service layer. The inclusion of abortSignal for timeout handling is a good practice.

packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts (2)

22-24: Constructor correctly handles API key initialization.

The lazy validation approach (checking in validateEmail rather than constructor) allows the service to be instantiated even without the key, which is appropriate for DI scenarios.


48-56: Abort signal is properly wired to fetch.

The abortSignal is correctly passed through to the fetch request, enabling timeout handling from the service layer.

packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.test.ts (1)

1-109: Comprehensive test coverage for the provider service.

The test suite appropriately covers successful validation, missing configuration, network failures, server errors, and IP address handling. The mocking strategy is sound.

packages/features/emailValidation/lib/service/EmailValidationService.ts (3)

67-92: Cache operations are resilient with appropriate error handling.

The non-fatal error handling for cache operations ensures that validation can proceed even when Redis is unavailable, maintaining system reliability.


122-173: Validation flow correctly balances reliability and cost control.

The conditional continueWithProvider logic (lines 143-148) prevents API hammering when cache is unavailable, which protects against cost explosion and rate limiting. The fallback behavior on DB errors (lines 169-170) is appropriately conservative.


220-275: Timeout implementation is robust with proper cleanup.

The Promise.race pattern with AbortController correctly enforces the 3-second timeout. The timeout ID is properly cleared in both success (line 241) and error (line 254) paths, preventing leaks.

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Actionable comments posted: 0

♻️ Duplicate comments (2)
packages/features/bookings/lib/handleNewBooking.ts (1)

580-623: Await email validation before the early return.

The early return at line 615 bypasses email validation. When existingBooking is found, the function returns immediately without awaiting the provider validation promise started at line 508. If ZeroBounce flags the email as invalid/spam during the parallel check, this early return allows the booking to proceed anyway.

Apply this fix to await validation before returning:

     if (existingBooking) {
+      await emailValidationResult?.waitForProviderValidation();
+
       const hasPayments = existingBooking.payment.length > 0;
       const isPaidBooking = existingBooking.paid || !hasPayments;
 
       const shouldShowPaymentForm = requiresPayment && !isPaidBooking;
 
       const firstPayment = shouldShowPaymentForm ? existingBooking.payment[0] : undefined;
 
       const bookingResponse = {
         ...existingBooking,
         user: {
           ...existingBooking.user,
           email: null,
         },
         paymentRequired: shouldShowPaymentForm,
         seatReferenceUid: "",
       };
 
       return {
         ...bookingResponse,
         luckyUsers: bookingResponse.userId ? [bookingResponse.userId] : [],
         isDryRun,
         ...(isDryRun ? { troubleshooterData } : {}),
         paymentUid: firstPayment?.uid,
         paymentId: firstPayment?.id,
       };
     }
packages/features/bookings/lib/handleNewBooking/test/email-validation.test.ts (1)

289-301: Restore the base ZeroBounce fetch mock after the fallback override.

The test replaces the global fetch mock implementation but never restores the original ZeroBounce stub, so every subsequent test in the suite keeps hitting the "network error" branch. This creates test order-dependency and can cause false failures.

Apply this fix to scope the override to this test only:

+    const fetchMock = vi.mocked(globalThis.fetch);
+    const originalImplementation = fetchMock.getMockImplementation();
+
     // Mock ZeroBounce API to fail with network error for this specific email
     // eslint-disable-next-line @typescript-eslint/no-explicit-any
-    (globalThis.fetch as any).mockImplementation((url: string | URL) => {
+    fetchMock.mockImplementation((url: string | URL) => {
       const urlString = url.toString();
       if (urlString.includes("zerobounce.net/v2/validate")) {
         return Promise.reject(new Error("Network error: Failed to connect to ZeroBounce API"));
       }
 
       return Promise.resolve({
         ok: false,
         status: 404,
       } as Response);
     });
 
     mockCalendarToHaveNoBusySlots("googlecalendar", {
       create: { id: "google_calendar_event_id" },
     });
 
     const mockBookingData = getMockRequestDataForBooking({
       data: {
         eventTypeId: 1,
         responses: {
           email: booker.email,
           name: booker.name,
           location: { optionValue: "", value: "New York" },
         },
       },
     });
 
-    // Should succeed because it falls back to allowing the booking when API fails
-    const createdBooking = await handleNewBooking({
-      bookingData: mockBookingData,
-    });
+    try {
+      // Should succeed because it falls back to allowing the booking when API fails
+      const createdBooking = await handleNewBooking({
+        bookingData: mockBookingData,
+      });
 
-    expect(createdBooking.responses).toMatchObject({
-      name: booker.name,
-      email: booker.email,
-    });
+      expect(createdBooking.responses).toMatchObject({
+        name: booker.name,
+        email: booker.email,
+      });
 
-    await expectBookingToBeInDatabase({
-      description: "",
-      uid: createdBooking.uid!,
-      eventTypeId: mockBookingData.eventTypeId,
-      status: BookingStatus.ACCEPTED,
-    });
+      await expectBookingToBeInDatabase({
+        description: "",
+        uid: createdBooking.uid!,
+        eventTypeId: mockBookingData.eventTypeId,
+        status: BookingStatus.ACCEPTED,
+      });
 
-    expectSuccessfulBookingCreationEmails({
-      booking: { uid: createdBooking.uid! },
-      booker,
-      organizer,
-      emails,
-      iCalUID: createdBooking.iCalUID,
-    });
+      expectSuccessfulBookingCreationEmails({
+        booking: { uid: createdBooking.uid! },
+        booker,
+        organizer,
+        emails,
+        iCalUID: createdBooking.iCalUID,
+      });
+    } finally {
+      if (originalImplementation) {
+        fetchMock.mockImplementation(originalImplementation);
+      } else {
+        fetchMock.mockReset();
+      }
+    }
🧹 Nitpick comments (1)
packages/features/emailValidation/lib/service/EmailValidationService.ts (1)

18-20: Consider documenting the hashing approach.

This hashEmail function hashes the entire email (including domain) for PII protection in cache keys, which differs from the existing hashEmail in packages/lib/server/PiiHasher.ts (which hashes only the local part). While these serve different purposes, adding a brief comment explaining why full-email hashing is used here would prevent confusion.

Example addition:

 /**
  * Hashes an email address using SHA-256 to protect PII in cache keys.
  * This ensures no plaintext email addresses are stored in Redis for privacy/HIPAA compliance.
+ * Note: Unlike PiiHasher.hashEmail, this hashes the full email (including domain)
+ * since we need a consistent cache key for the exact email address.
  */
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📒 Files selected for processing (21)
  • apps/web/test/utils/bookingScenario/bookingScenario.ts (17 hunks)
  • packages/features/bookings/lib/handleNewBooking.ts (5 hunks)
  • packages/features/bookings/lib/handleNewBooking/test/email-validation.test.ts (1 hunks)
  • packages/features/di/bookings/tokens.ts (1 hunks)
  • packages/features/di/tokens.ts (1 hunks)
  • packages/features/emailValidation/di/EmailValidation.container.ts (1 hunks)
  • packages/features/emailValidation/di/EmailValidationProviderService.module.ts (1 hunks)
  • packages/features/emailValidation/di/EmailValidationService.module.ts (1 hunks)
  • packages/features/emailValidation/lib/dto/types.ts (1 hunks)
  • packages/features/emailValidation/lib/service/EmailValidationService.test.ts (1 hunks)
  • packages/features/emailValidation/lib/service/EmailValidationService.ts (1 hunks)
  • packages/features/emailValidation/lib/service/IEmailValidationProviderService.interface.ts (1 hunks)
  • packages/features/emailValidation/lib/service/IEmailValidationService.interface.ts (1 hunks)
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.test.ts (1 hunks)
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts (1 hunks)
  • packages/features/emailValidation/lib/validateBookingEmail.ts (1 hunks)
  • packages/features/flags/config.ts (1 hunks)
  • packages/features/flags/hooks/index.ts (1 hunks)
  • packages/features/redis/di/redisModule.ts (1 hunks)
  • packages/prisma/migrations/20251001130927_add_feature_flag_booking_email_validation/migration.sql (1 hunks)
  • turbo.json (1 hunks)
🚧 Files skipped from review as they are similar to previous changes (7)
  • packages/features/di/tokens.ts
  • packages/features/emailValidation/di/EmailValidationProviderService.module.ts
  • packages/features/di/bookings/tokens.ts
  • packages/features/flags/config.ts
  • packages/features/emailValidation/lib/validateBookingEmail.ts
  • packages/features/redis/di/redisModule.ts
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts
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**/*.ts

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**/*.ts: For Prisma queries, only select data you need; never use include, always use select
Ensure the credential.key field is never returned from tRPC endpoints or APIs

Files:

  • packages/features/emailValidation/di/EmailValidation.container.ts
  • packages/features/emailValidation/di/EmailValidationService.module.ts
  • packages/features/bookings/lib/handleNewBooking.ts
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.test.ts
  • packages/features/emailValidation/lib/dto/types.ts
  • packages/features/emailValidation/lib/service/IEmailValidationService.interface.ts
  • packages/features/flags/hooks/index.ts
  • packages/features/bookings/lib/handleNewBooking/test/email-validation.test.ts
  • packages/features/emailValidation/lib/service/EmailValidationService.ts
  • packages/features/emailValidation/lib/service/IEmailValidationProviderService.interface.ts
  • apps/web/test/utils/bookingScenario/bookingScenario.ts
  • packages/features/emailValidation/lib/service/EmailValidationService.test.ts
**/*.{ts,tsx}

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Flag excessive Day.js use in performance-critical code; prefer native Date or Day.js .utc() in hot paths like loops

Files:

  • packages/features/emailValidation/di/EmailValidation.container.ts
  • packages/features/emailValidation/di/EmailValidationService.module.ts
  • packages/features/bookings/lib/handleNewBooking.ts
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.test.ts
  • packages/features/emailValidation/lib/dto/types.ts
  • packages/features/emailValidation/lib/service/IEmailValidationService.interface.ts
  • packages/features/flags/hooks/index.ts
  • packages/features/bookings/lib/handleNewBooking/test/email-validation.test.ts
  • packages/features/emailValidation/lib/service/EmailValidationService.ts
  • packages/features/emailValidation/lib/service/IEmailValidationProviderService.interface.ts
  • apps/web/test/utils/bookingScenario/bookingScenario.ts
  • packages/features/emailValidation/lib/service/EmailValidationService.test.ts
**/*.{ts,tsx,js,jsx}

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Flag default exports and encourage named exports. Named exports provide better tree-shaking, easier refactoring, and clearer imports. Exempt main components like pages, layouts, and components that serve as the primary export of a module.

Files:

  • packages/features/emailValidation/di/EmailValidation.container.ts
  • packages/features/emailValidation/di/EmailValidationService.module.ts
  • packages/features/bookings/lib/handleNewBooking.ts
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.test.ts
  • packages/features/emailValidation/lib/dto/types.ts
  • packages/features/emailValidation/lib/service/IEmailValidationService.interface.ts
  • packages/features/flags/hooks/index.ts
  • packages/features/bookings/lib/handleNewBooking/test/email-validation.test.ts
  • packages/features/emailValidation/lib/service/EmailValidationService.ts
  • packages/features/emailValidation/lib/service/IEmailValidationProviderService.interface.ts
  • apps/web/test/utils/bookingScenario/bookingScenario.ts
  • packages/features/emailValidation/lib/service/EmailValidationService.test.ts
**/*Service.ts

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Files:

  • packages/features/emailValidation/lib/service/EmailValidationService.ts
🧠 Learnings (1)
📚 Learning: 2025-09-03T09:52:51.182Z
Learnt from: hariombalhara
PR: calcom/cal.com#23541
File: packages/features/bookings/lib/di/modules/RegularBookingServiceModule.ts:22-28
Timestamp: 2025-09-03T09:52:51.182Z
Learning: The IBookingServiceDependencies interface in packages/features/bookings/lib/handleNewBooking.ts contains 6 properties: cacheService, checkBookingAndDurationLimitsService, prismaClient, bookingRepository, featuresRepository, and checkBookingLimitsService. This interface is used by RegularBookingService and matches the depsMap structure in RegularBookingServiceModule.

Applied to files:

  • packages/features/bookings/lib/handleNewBooking.ts
🧬 Code graph analysis (9)
packages/features/emailValidation/di/EmailValidation.container.ts (3)
packages/features/emailValidation/lib/service/IEmailValidationService.interface.ts (1)
  • IEmailValidationService (12-36)
packages/features/emailValidation/di/EmailValidationService.module.ts (1)
  • emailValidationServiceModule (9-9)
packages/features/di/tokens.ts (1)
  • DI_TOKENS (3-59)
packages/features/emailValidation/di/EmailValidationService.module.ts (4)
packages/features/di/di.ts (2)
  • bindModuleToClassOnToken (57-113)
  • ModuleLoader (4-4)
packages/features/emailValidation/lib/service/EmailValidationService.ts (1)
  • EmailValidationService (44-284)
packages/features/emailValidation/di/EmailValidationProviderService.module.ts (2)
  • emailValidationProviderServiceLoader (11-17)
  • moduleLoader (19-22)
packages/features/redis/di/redisModule.ts (1)
  • moduleLoader (19-25)
packages/features/bookings/lib/handleNewBooking.ts (1)
packages/features/emailValidation/lib/validateBookingEmail.ts (1)
  • validateBookingEmail (34-127)
packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.test.ts (1)
packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts (1)
  • ZeroBounceEmailValidationProviderService (17-120)
packages/features/emailValidation/lib/service/IEmailValidationService.interface.ts (1)
packages/features/emailValidation/lib/dto/types.ts (1)
  • EmailValidationRequest (3-6)
packages/features/bookings/lib/handleNewBooking/test/email-validation.test.ts (5)
packages/features/redis/RedisService.ts (1)
  • RedisService (5-50)
packages/features/redis/NoopRedisService.ts (1)
  • NoopRedisService (7-32)
apps/web/test/utils/bookingScenario/bookingScenario.ts (8)
  • enableEmailValidationForTeam (1690-1722)
  • getBooker (2270-2284)
  • getOrganizer (1530-1589)
  • TestData (1249-1521)
  • getGoogleCalendarCredential (1202-1210)
  • createBookingScenario (987-1018)
  • getScenarioData (1591-1677)
  • mockCalendarToHaveNoBusySlots (2015-2028)
packages/features/bookings/lib/handleNewBooking/test/getNewBookingHandler.ts (1)
  • getNewBookingHandler (6-8)
apps/web/test/utils/bookingScenario/expects.ts (2)
  • expectBookingToBeInDatabase (418-435)
  • expectSuccessfulBookingCreationEmails (459-645)
packages/features/emailValidation/lib/service/EmailValidationService.ts (5)
packages/lib/server/PiiHasher.ts (1)
  • hashEmail (18-22)
packages/features/emailValidation/lib/dto/types.ts (4)
  • validationStatusSchema (13-50)
  • EmailValidationStatus (52-52)
  • EmailValidationResult (54-65)
  • EmailValidationRequest (3-6)
packages/features/emailValidation/lib/service/IEmailValidationService.interface.ts (2)
  • IEmailValidationService (12-36)
  • EmailValidationResponse (3-5)
packages/features/emailValidation/lib/service/IEmailValidationProviderService.interface.ts (1)
  • IEmailValidationProviderService (14-19)
packages/features/redis/IRedisService.d.ts (1)
  • IRedisService (1-13)
packages/features/emailValidation/lib/service/IEmailValidationProviderService.interface.ts (1)
packages/features/emailValidation/lib/dto/types.ts (2)
  • EmailValidationRequest (3-6)
  • EmailValidationResult (54-65)
packages/features/emailValidation/lib/service/EmailValidationService.test.ts (4)
packages/features/emailValidation/lib/service/IEmailValidationProviderService.interface.ts (1)
  • IEmailValidationProviderService (14-19)
packages/features/redis/IRedisService.d.ts (1)
  • IRedisService (1-13)
packages/features/emailValidation/lib/service/EmailValidationService.ts (1)
  • EmailValidationService (44-284)
packages/features/emailValidation/lib/dto/types.ts (2)
  • EmailValidationRequest (3-6)
  • EmailValidationResult (54-65)
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🔇 Additional comments (30)
apps/web/test/utils/bookingScenario/bookingScenario.ts (3)

1689-1722: Previous concern addressed - LGTM!

The upsert operation now correctly enables the feature in both the update and create branches (line 1694-1696). This ensures the test helper always enables the booking-email-validation feature regardless of its prior state.


1823-1823: Good addition for testing async scenarios.

The getAvailabilitySlowDownTime parameter allows tests to simulate slow availability checks, which is useful for validating timeout handling and parallel execution behavior.

Also applies to: 1981-1983


2416-2428: Improved flexibility for test scenarios.

Using emailField directly when provided allows tests to customize the email field configuration while maintaining a sensible default fallback.

packages/features/flags/hooks/index.ts (1)

31-31: LGTM!

The new feature flag is correctly added with the default value set to false, aligning with the PR's objective of having the feature disabled by default and enabled per team/org via migration.

packages/features/bookings/lib/handleNewBooking/test/email-validation.test.ts (4)

28-99: LGTM! Well-structured test setup.

The test setup is well-organized with proper mock initialization, environment variable management, and feature flag enablement. The SHA-256 hashing for cache keys aligns with the privacy requirements mentioned in the PR objectives.


101-182: LGTM! Comprehensive valid email test.

The test properly validates the happy path where email validation succeeds, booking is created, and confirmation emails are sent. Good coverage of the success scenario.


184-251: LGTM! Invalid email rejection test is thorough.

The test correctly validates that bookings with invalid emails are rejected with the appropriate error message. The delay ensures the validation promise has time to resolve before assertions.


344-408: LGTM! Cached validation test is well-structured.

The test properly validates the cache-hit scenario where a previously validated email result is retrieved from Redis, avoiding unnecessary provider calls. Good verification of the cache key format.

packages/features/bookings/lib/handleNewBooking.ts (4)

27-29: LGTM! DI container integration.

The imports correctly use the new DI container getters for services, aligning with the architectural pattern introduced in this PR for dependency injection.


91-91: LGTM! Email validation utility import.

The import correctly brings in the validateBookingEmail function from the new email validation module.


500-508: LGTM! Parallel email validation implementation.

The email validation is correctly integrated with a two-phase approach:

  1. Fast checks (cache + Cal.com DB) execute immediately
  2. Provider validation starts in parallel without blocking

This aligns with the PR's objective to mask provider latency by running validation concurrently with availability checks.


1408-1409: LGTM! Provider validation await placement.

The validation await is correctly placed before booking creation for the main flow. However, this doesn't protect early return paths (see previous comment).

packages/features/emailValidation/lib/dto/types.ts (3)

1-6: LGTM! Clean request interface.

The EmailValidationRequest interface is well-defined with required email and optional IP address for context.


8-50: LGTM! Comprehensive status schema with excellent documentation.

The validation status schema is well-designed with:

  • Clear, canonical statuses that all providers must map to
  • Detailed documentation explaining each status
  • Custom Cal.com-specific statuses for verified emails and provider fallback
  • Type safety through Zod

52-65: LGTM! Well-documented result interface.

The EmailValidationResult interface clearly separates the canonical status (used for blocking decisions) from optional provider-specific sub-status (used only for logging/debugging). Good design choice.

packages/prisma/migrations/20251001130927_add_feature_flag_booking_email_validation/migration.sql (1)

1-9: LGTM! Safe and idempotent migration.

The migration correctly:

  • Inserts the feature flag with appropriate metadata
  • Uses ON CONFLICT (slug) DO NOTHING for idempotency
  • Sets default enabled to false, matching the PR's rollout strategy
  • Uses OPERATIONAL type, appropriate for a runtime behavior flag
turbo.json (1)

289-290: LGTM! Environment variable registration.

The ZEROBOUNCE_API_KEY is correctly added to globalEnv, making it available to the ZeroBounce email validation provider service across the monorepo.

packages/features/emailValidation/di/EmailValidation.container.ts (1)

1-12: LGTM! DI container implementation.

The container setup follows the established DI pattern:

  1. Creates a singleton container at module level
  2. Loads the email validation service module
  3. Resolves and returns the service instance via the EMAIL_VALIDATION_SERVICE token

This pattern is consistent with other DI containers in the codebase.

packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.test.ts (6)

1-23: LGTM! Well-structured test setup.

The test setup properly:

  • Mocks the global fetch function
  • Manages environment variables (API key) with proper cleanup
  • Provides test isolation through beforeEach and afterEach hooks

26-48: LGTM! Valid status test.

The test correctly validates that the service returns the status as provided by ZeroBounce API, with both status and subStatus properly mapped.


50-60: LGTM! API key validation test.

The test properly validates that the service rejects validation requests when the API key is not configured, and confirms that no API call is made in this case.


62-68: LGTM! Network error propagation test.

The test correctly validates that network errors are propagated to the caller, allowing higher-level error handling.


70-82: LGTM! Server error handling test.

The test properly validates that non-OK HTTP responses from ZeroBounce API are converted to descriptive error messages.


84-108: LGTM! IP address context test.

The test correctly validates that when an IP address is provided, it's properly included in the ZeroBounce API request as a query parameter.

packages/features/emailValidation/di/EmailValidationService.module.ts (1)

1-29: LGTM!

The DI module correctly wires EmailValidationService with its three dependencies (emailValidationProvider, userRepository, redisService). The structure follows the established pattern and aligns with the service's constructor signature.

packages/features/emailValidation/lib/service/IEmailValidationProviderService.interface.ts (1)

1-19: LGTM!

The interface is well-designed with clear separation of concerns. Provider services handle validation and mapping to canonical statuses, while blocking decisions remain centralized in EmailValidationService. The AbortSignal support enables proper timeout handling.

packages/features/emailValidation/lib/service/IEmailValidationService.interface.ts (1)

1-36: LGTM!

The interface clearly separates the fast path (validateWithCalcom with cache) from the slow path (validateWithProvider). The intentional restriction of skipCache: true is well-documented, and the two response types appropriately distinguish between paths that return cache continuation flags vs. simple blocking decisions.

packages/features/emailValidation/lib/service/EmailValidationService.test.ts (1)

1-357: Excellent test coverage!

The test suite comprehensively covers:

  • Cache-first flows (hits, misses, case-insensitivity)
  • Cal.com verification paths (verified, unverified, non-existent users)
  • Provider validation paths (success, blocking statuses, timeouts, failures)
  • Error handling and fallback scenarios
  • Non-hammering behavior when cache or DB is down

The tests verify correct TTLs, blocking decisions, and proper cache key hashing. Well-structured with clear test names and good use of mocks.

packages/features/emailValidation/lib/service/EmailValidationService.ts (2)

24-25: Verify the cache TTL against documented requirements.

The current implementation uses a 24-hour TTL, which aligns with the PR summary ("24-hour TTL for normal results"). However, a past review comment suggested this should be 2 hours. Please confirm whether 24 hours is the correct TTL or if it should be reduced to 2 hours.


67-283: Strong implementation with excellent resilience patterns.

The service demonstrates solid engineering practices:

  • Cache-first architecture: Redis → Cal.com DB → Provider flow minimizes latency and cost
  • Graceful degradation: Multiple fallback layers ensure bookings proceed when Redis, provider, or DB fail
  • Non-hammering protection: continueWithProvider flag prevents cascade failures when cache is down (lines 143-148)
  • Timeout handling: AbortController + Promise.race pattern properly enforces 3s provider timeout with cleanup (lines 227-241)
  • PII protection: SHA-256 hashing of emails in cache keys (line 18)
  • Conditional TTLs: 5-minute cache for provider failures prevents repeated failed calls (lines 74-77)
  • Error recovery: All cache/DB operations are non-fatal with appropriate logging (lines 83-91, 106-113)

The implementation correctly balances validation strictness with availability requirements.

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Actionable comments posted: 0

♻️ Duplicate comments (3)
packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts (1)

68-75: Mask PII before logging ZeroBounce errors

The error log is emitting the full email address and raw provider payload (which echoes the email). That violates the privacy requirement called out in the PR objectives (truncate emails to the first 10 chars) and risks leaking PII into logs. Please redact the email and sanitize the response before logging.

-      this.logger.error(
-        "ZeroBounce API returned invalid response format",
-        safeStringify({
-          email: email,
-          rawResponse: rawData,
-          validationErrors: validationResult.error.issues,
-        })
-      );
+      const maskedEmail = `${email.slice(0, 10)}***`;
+      const redactedResponse = {
+        ...rawData,
+        address:
+          typeof rawData.address === "string" ? `${rawData.address.slice(0, 10)}***` : rawData.address,
+        account:
+          typeof (rawData as Record<string, unknown>).account === "string"
+            ? `${String((rawData as Record<string, unknown>).account).slice(0, 3)}***`
+            : (rawData as Record<string, unknown>).account,
+      };
+
+      this.logger.error(
+        "ZeroBounce API returned invalid response format",
+        safeStringify({
+          email: maskedEmail,
+          rawResponse: redactedResponse,
+          validationErrors: validationResult.error.issues,
+        })
+      );

As per PR objectives.

packages/features/bookings/lib/handleNewBooking.ts (1)

580-624: Critical: Early return bypasses email validation.

The early return at line 615 exits before reaching the validation await at line 1409. If ZeroBounce flags the email as invalid/spamtrap/abuse during the parallel provider check, this return path bypasses that result entirely, allowing blocked emails through.

The past review comment indicated this was "Fixed" but the issue persists. Every return path between line 508 (where validation starts) and line 1409 (where it's awaited) must await validation first:

     if (existingBooking) {
+      // Wait for email validation to complete before returning
+      await emailValidationResult?.waitForProviderValidation();
+      
       const hasPayments = existingBooking.payment.length > 0;
       const isPaidBooking = existingBooking.paid || !hasPayments;
       // ... rest of early return logic

Apply this pattern to all early returns between lines 508 and 1409.

packages/features/bookings/lib/handleNewBooking/test/email-validation.test.ts (1)

289-342: Restore the fetch mock after this test.

This test overrides the global fetch mock at line 291 but never restores the original ZeroBounce stub. The vi.clearAllMocks() in beforeEach clears call history but may not reset mockImplementation, so subsequent tests could inherit the "network error" behavior, causing test-order dependencies.

Wrap the override in a try/finally block or use mockImplementationOnce:

-    (globalThis.fetch as any).mockImplementation((url: string | URL) => {
+    const fetchMock = vi.mocked(globalThis.fetch);
+    const originalImpl = fetchMock.getMockImplementation();
+    
+    fetchMock.mockImplementation((url: string | URL) => {
       const urlString = url.toString();
       if (urlString.includes("zerobounce.net/v2/validate")) {
         return Promise.reject(new Error("Network error: Failed to connect to ZeroBounce API"));
       }
       return Promise.resolve({
         ok: false,
         status: 404,
       } as Response);
     });

-    const createdBooking = await handleNewBooking({
+    try {
+      const createdBooking = await handleNewBooking({
+        bookingData: mockBookingData,
+      });
       
-      expect(createdBooking.responses).toMatchObject({
+      expect(createdBooking.responses).toMatchObject({
+        name: booker.name,
+        email: booker.email,
+      });
+      // ... rest of assertions
+    } finally {
+      if (originalImpl) {
+        fetchMock.mockImplementation(originalImpl);
+      } else {
+        fetchMock.mockReset();
+      }
+    }
🧹 Nitpick comments (2)
apps/web/test/utils/bookingScenario/bookingScenario.ts (1)

2165-2173: Unused parameters in mockPaymentApp.

The function accepts metadataLookupKey and appStoreLookupKey parameters but doesn't use them. Consider removing these parameters if they're not needed, or implement the intended logic.

Apply this diff to remove the unused parameters:

-// eslint-disable-next-line @typescript-eslint/no-unused-vars
-export function mockPaymentApp(data: { metadataLookupKey: string; appStoreLookupKey?: string }) {
+export function mockPaymentApp() {
   const { paymentUid, externalId } = getMockPaymentService();
 
   return {
packages/features/emailValidation/di/EmailValidation.container.ts (1)

9-12: Consider making module loading idempotent.

emailValidationServiceModule.loadModule(container) runs on every call to getEmailValidationService(). If this function is invoked multiple times (e.g., across different request handlers), the module gets reloaded repeatedly, which may be inefficient. Consider either:

  1. Guarding the load with a flag: if (!loaded) { emailValidationServiceModule.loadModule(container); loaded = true; }
  2. Making loadModule itself idempotent so repeated calls are no-ops
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📥 Commits

Reviewing files that changed from the base of the PR and between fe43010 and 0d2214e.

📒 Files selected for processing (21)
  • apps/web/test/utils/bookingScenario/bookingScenario.ts (17 hunks)
  • packages/features/bookings/lib/handleNewBooking.ts (5 hunks)
  • packages/features/bookings/lib/handleNewBooking/test/email-validation.test.ts (1 hunks)
  • packages/features/di/bookings/tokens.ts (1 hunks)
  • packages/features/di/tokens.ts (1 hunks)
  • packages/features/emailValidation/di/EmailValidation.container.ts (1 hunks)
  • packages/features/emailValidation/di/EmailValidationProviderService.module.ts (1 hunks)
  • packages/features/emailValidation/di/EmailValidationService.module.ts (1 hunks)
  • packages/features/emailValidation/lib/dto/types.ts (1 hunks)
  • packages/features/emailValidation/lib/service/EmailValidationService.test.ts (1 hunks)
  • packages/features/emailValidation/lib/service/EmailValidationService.ts (1 hunks)
  • packages/features/emailValidation/lib/service/IEmailValidationProviderService.interface.ts (1 hunks)
  • packages/features/emailValidation/lib/service/IEmailValidationService.interface.ts (1 hunks)
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.test.ts (1 hunks)
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts (1 hunks)
  • packages/features/emailValidation/lib/validateBookingEmail.ts (1 hunks)
  • packages/features/flags/config.ts (1 hunks)
  • packages/features/flags/hooks/index.ts (1 hunks)
  • packages/features/redis/di/redisModule.ts (1 hunks)
  • packages/prisma/migrations/20251001130927_add_feature_flag_booking_email_validation/migration.sql (1 hunks)
  • turbo.json (1 hunks)
🚧 Files skipped from review as they are similar to previous changes (10)
  • packages/features/flags/config.ts
  • packages/features/emailValidation/lib/service/IEmailValidationProviderService.interface.ts
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.test.ts
  • turbo.json
  • packages/features/di/tokens.ts
  • packages/features/emailValidation/lib/dto/types.ts
  • packages/features/emailValidation/lib/service/IEmailValidationService.interface.ts
  • packages/prisma/migrations/20251001130927_add_feature_flag_booking_email_validation/migration.sql
  • packages/features/emailValidation/di/EmailValidationService.module.ts
  • packages/features/emailValidation/di/EmailValidationProviderService.module.ts
🧰 Additional context used
📓 Path-based instructions (4)
**/*.ts

📄 CodeRabbit inference engine (.cursor/rules/review.mdc)

**/*.ts: For Prisma queries, only select data you need; never use include, always use select
Ensure the credential.key field is never returned from tRPC endpoints or APIs

Files:

  • packages/features/redis/di/redisModule.ts
  • packages/features/bookings/lib/handleNewBooking.ts
  • packages/features/emailValidation/di/EmailValidation.container.ts
  • packages/features/di/bookings/tokens.ts
  • packages/features/flags/hooks/index.ts
  • packages/features/bookings/lib/handleNewBooking/test/email-validation.test.ts
  • packages/features/emailValidation/lib/service/EmailValidationService.test.ts
  • packages/features/emailValidation/lib/service/EmailValidationService.ts
  • packages/features/emailValidation/lib/validateBookingEmail.ts
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts
  • apps/web/test/utils/bookingScenario/bookingScenario.ts
**/*.{ts,tsx}

📄 CodeRabbit inference engine (.cursor/rules/review.mdc)

Flag excessive Day.js use in performance-critical code; prefer native Date or Day.js .utc() in hot paths like loops

Files:

  • packages/features/redis/di/redisModule.ts
  • packages/features/bookings/lib/handleNewBooking.ts
  • packages/features/emailValidation/di/EmailValidation.container.ts
  • packages/features/di/bookings/tokens.ts
  • packages/features/flags/hooks/index.ts
  • packages/features/bookings/lib/handleNewBooking/test/email-validation.test.ts
  • packages/features/emailValidation/lib/service/EmailValidationService.test.ts
  • packages/features/emailValidation/lib/service/EmailValidationService.ts
  • packages/features/emailValidation/lib/validateBookingEmail.ts
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts
  • apps/web/test/utils/bookingScenario/bookingScenario.ts
**/*.{ts,tsx,js,jsx}

⚙️ CodeRabbit configuration file

Flag default exports and encourage named exports. Named exports provide better tree-shaking, easier refactoring, and clearer imports. Exempt main components like pages, layouts, and components that serve as the primary export of a module.

Files:

  • packages/features/redis/di/redisModule.ts
  • packages/features/bookings/lib/handleNewBooking.ts
  • packages/features/emailValidation/di/EmailValidation.container.ts
  • packages/features/di/bookings/tokens.ts
  • packages/features/flags/hooks/index.ts
  • packages/features/bookings/lib/handleNewBooking/test/email-validation.test.ts
  • packages/features/emailValidation/lib/service/EmailValidationService.test.ts
  • packages/features/emailValidation/lib/service/EmailValidationService.ts
  • packages/features/emailValidation/lib/validateBookingEmail.ts
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts
  • apps/web/test/utils/bookingScenario/bookingScenario.ts
**/*Service.ts

📄 CodeRabbit inference engine (.cursor/rules/review.mdc)

Service files must include Service suffix, use PascalCase matching exported class, and avoid generic names (e.g., MembershipService.ts)

Files:

  • packages/features/emailValidation/lib/service/EmailValidationService.ts
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts
🧠 Learnings (2)
📓 Common learnings
Learnt from: anglerfishlyy
PR: calcom/cal.com#0
File: :0-0
Timestamp: 2025-08-27T16:39:38.192Z
Learning: anglerfishlyy successfully implemented CAL-3076 email invitation feature for Cal.com team event-types in PR #23312. The feature allows inviting people via email directly from assignment flow, with automatic team invitation if email doesn't belong to existing team member. Implementation includes Host type modifications (userId?: number, email?: string, isPending?: boolean), CheckedTeamSelect component updates with CreatableSelect, TRPC schema validation with zod email validation, and integration with existing teamInvite system.
📚 Learning: 2025-09-03T09:52:51.182Z
Learnt from: hariombalhara
PR: calcom/cal.com#23541
File: packages/features/bookings/lib/di/modules/RegularBookingServiceModule.ts:22-28
Timestamp: 2025-09-03T09:52:51.182Z
Learning: The IBookingServiceDependencies interface in packages/features/bookings/lib/handleNewBooking.ts contains 6 properties: cacheService, checkBookingAndDurationLimitsService, prismaClient, bookingRepository, featuresRepository, and checkBookingLimitsService. This interface is used by RegularBookingService and matches the depsMap structure in RegularBookingServiceModule.

Applied to files:

  • packages/features/bookings/lib/handleNewBooking.ts
🧬 Code graph analysis (8)
packages/features/redis/di/redisModule.ts (4)
packages/features/di/di.ts (2)
  • ModuleLoader (4-4)
  • Container (114-114)
packages/features/di/tokens.ts (1)
  • DI_TOKENS (3-59)
packages/features/di/modules/Cache.ts (1)
  • moduleLoader (14-19)
packages/prisma/prisma.module.ts (1)
  • moduleLoader (13-19)
packages/features/bookings/lib/handleNewBooking.ts (1)
packages/features/emailValidation/lib/validateBookingEmail.ts (1)
  • validateBookingEmail (34-127)
packages/features/emailValidation/di/EmailValidation.container.ts (3)
packages/features/emailValidation/lib/service/IEmailValidationService.interface.ts (1)
  • IEmailValidationService (12-36)
packages/features/emailValidation/di/EmailValidationService.module.ts (1)
  • emailValidationServiceModule (9-9)
packages/features/di/tokens.ts (1)
  • DI_TOKENS (3-59)
packages/features/bookings/lib/handleNewBooking/test/email-validation.test.ts (5)
packages/features/redis/RedisService.ts (1)
  • RedisService (5-50)
packages/features/redis/NoopRedisService.ts (1)
  • NoopRedisService (7-32)
apps/web/test/utils/bookingScenario/bookingScenario.ts (8)
  • enableEmailValidationForTeam (1690-1722)
  • getBooker (2270-2284)
  • getOrganizer (1530-1589)
  • TestData (1249-1521)
  • getGoogleCalendarCredential (1202-1210)
  • createBookingScenario (987-1018)
  • getScenarioData (1591-1677)
  • mockCalendarToHaveNoBusySlots (2015-2028)
packages/features/bookings/lib/handleNewBooking/test/getNewBookingHandler.ts (1)
  • getNewBookingHandler (6-8)
apps/web/test/utils/bookingScenario/expects.ts (2)
  • expectBookingToBeInDatabase (418-435)
  • expectSuccessfulBookingCreationEmails (459-645)
packages/features/emailValidation/lib/service/EmailValidationService.test.ts (4)
packages/features/emailValidation/lib/service/IEmailValidationProviderService.interface.ts (1)
  • IEmailValidationProviderService (14-19)
packages/features/redis/IRedisService.d.ts (1)
  • IRedisService (1-13)
packages/features/emailValidation/lib/service/EmailValidationService.ts (1)
  • EmailValidationService (44-284)
packages/features/emailValidation/lib/dto/types.ts (2)
  • EmailValidationRequest (3-6)
  • EmailValidationResult (54-65)
packages/features/emailValidation/lib/service/EmailValidationService.ts (5)
packages/lib/server/PiiHasher.ts (1)
  • hashEmail (18-22)
packages/features/emailValidation/lib/dto/types.ts (4)
  • validationStatusSchema (13-50)
  • EmailValidationStatus (52-52)
  • EmailValidationResult (54-65)
  • EmailValidationRequest (3-6)
packages/features/emailValidation/lib/service/IEmailValidationService.interface.ts (2)
  • IEmailValidationService (12-36)
  • EmailValidationResponse (3-5)
packages/features/emailValidation/lib/service/IEmailValidationProviderService.interface.ts (1)
  • IEmailValidationProviderService (14-19)
packages/features/redis/IRedisService.d.ts (1)
  • IRedisService (1-13)
packages/features/emailValidation/lib/validateBookingEmail.ts (3)
packages/features/emailValidation/lib/dto/types.ts (1)
  • EmailValidationResult (54-65)
packages/features/emailValidation/lib/service/IEmailValidationService.interface.ts (1)
  • EmailValidationResponse (3-5)
packages/features/emailValidation/di/EmailValidation.container.ts (1)
  • getEmailValidationService (9-12)
packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts (2)
packages/features/emailValidation/lib/service/IEmailValidationProviderService.interface.ts (1)
  • IEmailValidationProviderService (14-19)
packages/features/emailValidation/lib/dto/types.ts (3)
  • EmailValidationRequest (3-6)
  • EmailValidationResult (54-65)
  • EmailValidationStatus (52-52)
🔇 Additional comments (11)
apps/web/test/utils/bookingScenario/bookingScenario.ts (3)

1689-1722: Past review comment addressed.

The update branch now correctly sets enabled: true and type: "OPERATIONAL" to ensure the feature is always enabled for tests, addressing the concern from the previous review.


1823-1823: LGTM! Useful test helper for simulating slow availability checks.

The getAvailabilitySlowDownTime parameter allows tests to simulate latency in availability checks, which is valuable for testing parallel execution flows mentioned in the PR objectives.

Also applies to: 1979-1983


2416-2428: LGTM! Flexible email field handling.

The conditional logic properly uses the provided emailField if present, otherwise falls back to the default email field configuration. This allows tests to customize email field behavior when needed.

packages/features/bookings/lib/handleNewBooking/test/email-validation.test.ts (1)

28-99: LGTM! Test setup is well-structured.

The test setup properly mocks Redis services, ZeroBounce API, and configures the feature flag for email validation. The beforeEach hook ensures clean state between tests.

packages/features/bookings/lib/handleNewBooking.ts (1)

500-508: LGTM! Email validation setup follows the documented two-phase pattern.

The fast Cal.com validation runs immediately, and the slow provider validation starts in parallel without blocking. This design properly masks provider latency by running it alongside availability checks.

packages/features/emailValidation/lib/service/EmailValidationService.test.ts (2)

22-29: LGTM! Cache key helper maintains PII protection.

The getExpectedCacheKey helper correctly mirrors the hashing implementation (SHA-256 of lowercase, trimmed email) used in the service, ensuring tests verify the actual cache keys without exposing plaintext emails.


49-356: Excellent test coverage for EmailValidationService.

The test suite thoroughly exercises:

  • Cache-driven flows (hit/miss, case-insensitive keys)
  • Cal.com verification flows (verified/unverified users)
  • Provider validation flows (valid/invalid, timeouts, errors)
  • Proper TTL values (24h for normal, 5min for fallback)
  • Error handling (Redis failures, DB failures, cache set failures)
packages/features/emailValidation/lib/service/EmailValidationService.ts (4)

24-28: Clarify cache TTL policy: 2 hours or 24 hours?

There's an inconsistency that needs resolution:

  • Past review comment requested changing the TTL from 24 hours to 2 hours, stating "the PR summary/architecture promise a 2‑hour cache"
  • Current PR objectives state: "Redis caching (24-hour TTL for normal results, 5-minute TTL for provider failures)"
  • Current implementation uses 24 hours (line 25)

Either:

  1. The PR summary was updated after the review to reflect 24h as the intended policy, or
  2. The implementation should be changed to 2 hours as the past review requested

Please clarify which TTL is correct. If 24 hours is the intended policy, the past review comment should be marked as outdated. If 2 hours is correct, apply the suggested change.


14-22: LGTM! Email hashing properly protects PII in cache keys.

The SHA-256 hashing with lowercase normalization and trimming ensures no plaintext emails leak into Redis, addressing privacy/HIPAA requirements.


217-275: LGTM! Provider timeout handling is robust.

The validateWithProviderInternal method correctly:

  • Enforces 3s timeout using AbortController
  • Races provider validation against timeout
  • Cleans up timeout in both success and error paths
  • Falls back to calcom-provider-fallback status on failure
  • Logs duration metrics for observability

117-173: LGTM! The fast path correctly prevents provider hammering when cache is unavailable.

validateWithCalcom properly:

  • Checks cache first (single lookup)
  • Falls back to Cal.com DB on cache miss
  • Returns continueWithProvider: false when cache read fails (line 148), preventing cost explosion and rate limiting issues
  • Caches verified emails from Cal.com DB

The inline comment at lines 143-147 clearly explains the hammering prevention logic.

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Actionable comments posted: 0

♻️ Duplicate comments (4)
packages/features/bookings/lib/handleNewBooking.ts (3)

615-623: Critical: Early return bypasses provider validation.

The existingBooking path returns immediately without awaiting emailValidationResult?.waitForProviderValidation(). If ZeroBounce flags the email during the parallel validation started at line 508, that rejection is trapped but never checked here, allowing blocked/invalid addresses to slip through.

Apply this fix before the early return:

   if (existingBooking) {
+    // Ensure provider validation completes before returning
+    await emailValidationResult?.waitForProviderValidation();
+    
     const hasPayments = existingBooking.payment.length > 0;
     const isPaidBooking = existingBooking.paid || !hasPayments;

This same pattern must be applied to all early return paths between line 508 and line 1409.


1408-1410: Verify all return paths await validation.

The validation is correctly awaited here before booking creation. However, ensure all early return paths (e.g., Line 615) also await this validation. See the critical issue comment for details.

Run this script to identify all return statements between the validation start (Line 508) and this await point:

#!/bin/bash
# Find all return statements in handleNewBooking between validation start and await
sed -n '508,1409p' packages/features/bookings/lib/handleNewBooking.ts | grep -n "return {" | head -20

500-509: Early return at Line 615 bypasses email validation.

The provider validation promise is started at Line 508 but only awaited at Line 1409. The early return for existingBooking at Lines 615-623 exits before the validation completes, allowing blocked/invalid emails to slip through on subsequent booking attempts.

Despite the previous review comment being marked as "Fixed", the issue persists: the validation promise is not awaited before this early return.

Apply this fix before the early return:

   if (existingBooking) {
+    // Wait for email validation to complete before returning
+    await emailValidationResult?.waitForProviderValidation();
+
     const hasPayments = existingBooking.payment.length > 0;
     const isPaidBooking = existingBooking.paid || !hasPayments;

Alternatively, enforce validation completion before all return paths by wrapping the main logic in a try/finally block that awaits the validation promise in the finally clause.

packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts (1)

68-76: PII exposure contradicts documented privacy requirements.

Lines 71-72 log the full email address and rawResponse (which echoes address), but the PR objectives explicitly state: "PII protection: cache keys use SHA-256 hashed emails; plaintext emails are not logged."

While full diagnostics are valuable, this creates a compliance gap. Consider a middle ground:

+      const maskedEmail = email.length > 10 ? `${email.slice(0, 10)}***` : email;
+      const redactedResponse = {
+        ...rawData,
+        address: typeof rawData.address === "string" ? `${String(rawData.address).slice(0, 10)}***` : rawData.address,
+      };
+
       this.logger.error(
         "ZeroBounce API returned invalid response format",
         safeStringify({
-          email: email,
-          rawResponse: rawData,
+          email: maskedEmail,
+          rawResponse: redactedResponse,
           validationErrors: validationResult.error.issues,
         })
       );

This preserves debugging context (validation errors, status codes, sub_status) while redacting email addresses per the documented policy.

🧹 Nitpick comments (1)
packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts (1)

67-76: Consider masking email addresses in error logs.

The PR objectives document a PII protection requirement: "emails truncated to first 10 chars in logs." Currently, the full email is logged at Line 71, and rawResponse at Line 72 also contains the full email address field.

While keeping full context for investigation is valuable, consider this middle-ground approach:

Apply this diff to mask email addresses while preserving diagnostic information:

+      const maskedEmail = `${email.slice(0, 10)}***`;
+      const redactedResponse = {
+        ...rawData,
+        address: typeof rawData.address === "string" ? `${rawData.address.slice(0, 10)}***` : rawData.address,
+      };
+
       this.logger.error(
         "ZeroBounce API returned invalid response format",
         safeStringify({
-          email: email,
-          rawResponse: rawData,
+          email: maskedEmail,
+          rawResponse: redactedResponse,
           validationErrors: validationResult.error.issues,
         })
       );

This preserves validationErrors and other diagnostic fields while masking the email addresses.

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📥 Commits

Reviewing files that changed from the base of the PR and between 0d2214e and 6ea8e87.

📒 Files selected for processing (21)
  • apps/web/test/utils/bookingScenario/bookingScenario.ts (2 hunks)
  • packages/features/bookings/lib/handleNewBooking.ts (5 hunks)
  • packages/features/bookings/lib/handleNewBooking/test/email-validation.test.ts (1 hunks)
  • packages/features/di/bookings/tokens.ts (1 hunks)
  • packages/features/di/tokens.ts (1 hunks)
  • packages/features/emailValidation/di/EmailValidation.container.ts (1 hunks)
  • packages/features/emailValidation/di/EmailValidationProviderService.module.ts (1 hunks)
  • packages/features/emailValidation/di/EmailValidationService.module.ts (1 hunks)
  • packages/features/emailValidation/lib/dto/types.ts (1 hunks)
  • packages/features/emailValidation/lib/service/EmailValidationService.test.ts (1 hunks)
  • packages/features/emailValidation/lib/service/EmailValidationService.ts (1 hunks)
  • packages/features/emailValidation/lib/service/IEmailValidationProviderService.interface.ts (1 hunks)
  • packages/features/emailValidation/lib/service/IEmailValidationService.interface.ts (1 hunks)
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.test.ts (1 hunks)
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts (1 hunks)
  • packages/features/emailValidation/lib/validateBookingEmail.ts (1 hunks)
  • packages/features/flags/config.ts (1 hunks)
  • packages/features/flags/hooks/index.ts (1 hunks)
  • packages/features/redis/di/redisModule.ts (1 hunks)
  • packages/prisma/migrations/20251001130927_add_feature_flag_booking_email_validation/migration.sql (1 hunks)
  • turbo.json (1 hunks)
🚧 Files skipped from review as they are similar to previous changes (14)
  • packages/prisma/migrations/20251001130927_add_feature_flag_booking_email_validation/migration.sql
  • packages/features/di/tokens.ts
  • turbo.json
  • packages/features/emailValidation/lib/dto/types.ts
  • packages/features/emailValidation/di/EmailValidation.container.ts
  • packages/features/emailValidation/lib/service/IEmailValidationProviderService.interface.ts
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.test.ts
  • packages/features/bookings/lib/handleNewBooking/test/email-validation.test.ts
  • packages/features/emailValidation/lib/validateBookingEmail.ts
  • apps/web/test/utils/bookingScenario/bookingScenario.ts
  • packages/features/flags/config.ts
  • packages/features/di/bookings/tokens.ts
  • packages/features/redis/di/redisModule.ts
  • packages/features/flags/hooks/index.ts
🧰 Additional context used
📓 Path-based instructions (4)
**/*.ts

📄 CodeRabbit inference engine (.cursor/rules/review.mdc)

**/*.ts: For Prisma queries, only select data you need; never use include, always use select
Ensure the credential.key field is never returned from tRPC endpoints or APIs

Files:

  • packages/features/emailValidation/lib/service/EmailValidationService.test.ts
  • packages/features/emailValidation/di/EmailValidationService.module.ts
  • packages/features/emailValidation/di/EmailValidationProviderService.module.ts
  • packages/features/bookings/lib/handleNewBooking.ts
  • packages/features/emailValidation/lib/service/IEmailValidationService.interface.ts
  • packages/features/emailValidation/lib/service/EmailValidationService.ts
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts
**/*.{ts,tsx}

📄 CodeRabbit inference engine (.cursor/rules/review.mdc)

Flag excessive Day.js use in performance-critical code; prefer native Date or Day.js .utc() in hot paths like loops

Files:

  • packages/features/emailValidation/lib/service/EmailValidationService.test.ts
  • packages/features/emailValidation/di/EmailValidationService.module.ts
  • packages/features/emailValidation/di/EmailValidationProviderService.module.ts
  • packages/features/bookings/lib/handleNewBooking.ts
  • packages/features/emailValidation/lib/service/IEmailValidationService.interface.ts
  • packages/features/emailValidation/lib/service/EmailValidationService.ts
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts
**/*.{ts,tsx,js,jsx}

⚙️ CodeRabbit configuration file

Flag default exports and encourage named exports. Named exports provide better tree-shaking, easier refactoring, and clearer imports. Exempt main components like pages, layouts, and components that serve as the primary export of a module.

Files:

  • packages/features/emailValidation/lib/service/EmailValidationService.test.ts
  • packages/features/emailValidation/di/EmailValidationService.module.ts
  • packages/features/emailValidation/di/EmailValidationProviderService.module.ts
  • packages/features/bookings/lib/handleNewBooking.ts
  • packages/features/emailValidation/lib/service/IEmailValidationService.interface.ts
  • packages/features/emailValidation/lib/service/EmailValidationService.ts
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts
**/*Service.ts

📄 CodeRabbit inference engine (.cursor/rules/review.mdc)

Service files must include Service suffix, use PascalCase matching exported class, and avoid generic names (e.g., MembershipService.ts)

Files:

  • packages/features/emailValidation/lib/service/EmailValidationService.ts
  • packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts
🧠 Learnings (1)
📚 Learning: 2025-09-03T09:52:51.182Z
Learnt from: hariombalhara
PR: calcom/cal.com#23541
File: packages/features/bookings/lib/di/modules/RegularBookingServiceModule.ts:22-28
Timestamp: 2025-09-03T09:52:51.182Z
Learning: The IBookingServiceDependencies interface in packages/features/bookings/lib/handleNewBooking.ts contains 6 properties: cacheService, checkBookingAndDurationLimitsService, prismaClient, bookingRepository, featuresRepository, and checkBookingLimitsService. This interface is used by RegularBookingService and matches the depsMap structure in RegularBookingServiceModule.

Applied to files:

  • packages/features/bookings/lib/handleNewBooking.ts
🧬 Code graph analysis (7)
packages/features/emailValidation/lib/service/EmailValidationService.test.ts (4)
packages/features/emailValidation/lib/service/IEmailValidationProviderService.interface.ts (1)
  • IEmailValidationProviderService (14-19)
packages/features/redis/IRedisService.d.ts (1)
  • IRedisService (1-13)
packages/features/emailValidation/lib/service/EmailValidationService.ts (1)
  • EmailValidationService (44-284)
packages/features/emailValidation/lib/dto/types.ts (2)
  • EmailValidationRequest (3-6)
  • EmailValidationResult (54-65)
packages/features/emailValidation/di/EmailValidationService.module.ts (5)
packages/features/di/di.ts (2)
  • bindModuleToClassOnToken (57-113)
  • ModuleLoader (4-4)
packages/features/di/tokens.ts (1)
  • DI_TOKENS (3-59)
packages/features/emailValidation/lib/service/EmailValidationService.ts (1)
  • EmailValidationService (44-284)
packages/features/emailValidation/di/EmailValidationProviderService.module.ts (2)
  • emailValidationProviderServiceLoader (11-17)
  • moduleLoader (19-22)
packages/features/redis/di/redisModule.ts (1)
  • moduleLoader (19-25)
packages/features/emailValidation/di/EmailValidationProviderService.module.ts (2)
packages/features/di/di.ts (2)
  • bindModuleToClassOnToken (57-113)
  • ModuleLoader (4-4)
packages/features/di/tokens.ts (1)
  • DI_TOKENS (3-59)
packages/features/bookings/lib/handleNewBooking.ts (1)
packages/features/emailValidation/lib/validateBookingEmail.ts (1)
  • validateBookingEmail (34-127)
packages/features/emailValidation/lib/service/IEmailValidationService.interface.ts (1)
packages/features/emailValidation/lib/dto/types.ts (1)
  • EmailValidationRequest (3-6)
packages/features/emailValidation/lib/service/EmailValidationService.ts (5)
packages/lib/server/PiiHasher.ts (1)
  • hashEmail (18-22)
packages/features/emailValidation/lib/dto/types.ts (4)
  • validationStatusSchema (13-50)
  • EmailValidationStatus (52-52)
  • EmailValidationResult (54-65)
  • EmailValidationRequest (3-6)
packages/features/emailValidation/lib/service/IEmailValidationService.interface.ts (2)
  • IEmailValidationService (12-36)
  • EmailValidationResponse (3-5)
packages/features/emailValidation/lib/service/IEmailValidationProviderService.interface.ts (1)
  • IEmailValidationProviderService (14-19)
packages/features/redis/IRedisService.d.ts (1)
  • IRedisService (1-13)
packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts (2)
packages/features/emailValidation/lib/service/IEmailValidationProviderService.interface.ts (1)
  • IEmailValidationProviderService (14-19)
packages/features/emailValidation/lib/dto/types.ts (3)
  • EmailValidationRequest (3-6)
  • EmailValidationResult (54-65)
  • EmailValidationStatus (52-52)
🔇 Additional comments (23)
packages/features/emailValidation/lib/service/IEmailValidationService.interface.ts (2)

1-36: LGTM!

The interface definition is clean, well-documented, and provides a clear contract for the email validation service with appropriate type safety.


1-36: LGTM! Clean interface design with clear separation of concerns.

The interface cleanly separates the fast Cal.com verification path from the slower provider-based validation, and the documentation clearly explains the two-phase approach. The skipCache: true literal type appropriately enforces that only skip-cache mode is supported in validateWithProvider.

packages/features/emailValidation/di/EmailValidationService.module.ts (2)

1-29: LGTM!

The DI module wiring correctly binds the EmailValidationService with its three dependencies (emailValidationProvider, userRepository, redisService) and follows the established module pattern.


1-29: LGTM! DI module is correctly wired.

The module properly binds EmailValidationService with its three dependencies (emailValidationProvider, userRepository, redisService) using the standard DI pattern. The loader configuration matches the constructor signature shown in the service implementation.

packages/features/emailValidation/di/EmailValidationProviderService.module.ts (2)

1-22: LGTM!

The provider service module correctly wires ZeroBounceEmailValidationProviderService with no dependencies (empty depsMap), which matches the provider's constructor signature.


1-22: LGTM! Provider module is correctly configured.

The module correctly wires the ZeroBounce provider service with an empty depsMap (since the provider has no constructor dependencies) and follows the standard DI module pattern.

packages/features/bookings/lib/handleNewBooking.ts (5)

500-508: Email validation flow initiated correctly.

The fast path validation (validateWithCalcom) executes synchronously and blocks invalid emails immediately. The slow path (provider validation) is started in parallel to mask latency during availability checks.


1408-1409: Provider validation correctly awaited in main flow.

The await ensures provider validation completes before creating new bookings. However, this protection does not cover early return paths (see comment on lines 615-623).


27-29: LGTM! Clean refactor to use DI containers.

The imports correctly replace the previous internal service references with DI container getters, aligning with the new DI-based architecture.


91-91: LGTM! Email validation utility imported.

The validateBookingEmail helper is appropriately imported for the fast/slow validation flow.


1494-1498: LGTM! Formatting adjustment.

The conditional logic for changedOrganizer remains functionally equivalent; this is just a formatting change.

packages/features/emailValidation/lib/service/EmailValidationService.test.ts (2)

1-357: LGTM!

Comprehensive test suite with excellent coverage of cache flows, Cal.com verification, provider validation (including timeouts and failures), and error handling. The previous it.only issue has been resolved.


1-357: LGTM! Comprehensive test coverage.

The test suite thoroughly covers:

  • Cache-driven flows (valid/invalid cached results, case-insensitive keys)
  • Cal.com verification flows (verified/unverified users)
  • Provider validation flows (valid/invalid statuses, timeouts, errors)
  • Error handling (Redis failures, DB failures, cache set failures)
  • TTL behavior and fallback scenarios

The previous it.only issue has been resolved, and all tests will now run in CI.

packages/features/emailValidation/lib/service/ZeroBounceEmailValidationProviderService.ts (2)

48-56: LGTM!

The fetch call now correctly passes the abortSignal parameter, allowing the timeout mechanism in EmailValidationService to properly cancel long-running requests.


48-56: LGTM! AbortSignal is now properly wired.

The abortSignal is correctly passed to the fetch call, allowing the timeout mechanism in EmailValidationService to properly cancel long-running requests.

packages/features/emailValidation/lib/service/EmailValidationService.ts (8)

24-28: Cache TTL correctly implements documented policy.

The 24-hour TTL for normal validation results and 5-minute TTL for provider failures match the architecture documented in the PR objectives. The past review comment referencing a "2-hour policy" appears to be based on outdated requirements.


67-92: LGTM!

The cache-set error handling is appropriate: failures are logged but don't block the validation flow, ensuring resilience when Redis is unavailable.


122-173: LGTM!

The validateWithCalcom flow correctly implements the fast-path validation:

  • Cache-first lookup for performance
  • Cal.com DB verification for verified users
  • Appropriate fallback behavior when cache or DB fails (doesn't hammer the provider)
  • The continueWithProvider flag properly gates provider calls when infrastructure is degraded

220-275: Provider timeout and fallback handling is robust.

The 3-second timeout with AbortController, graceful fallback to "calcom-provider-fallback" status, and 5-minute cache TTL for failures effectively prevent provider hammering while maintaining booking availability.


18-28: LGTM! Cache configuration aligns with PR objectives.

The cache TTL values correctly implement the documented architecture:

  • 24-hour TTL for normal validation results (Line 25)
  • 5-minute TTL for provider fallback results (Line 28)

The hashEmail function appropriately uses SHA-256 to protect PII in cache keys.


67-115: LGTM! Robust cache error handling.

Both setInCache and getFromCache properly handle Redis errors without failing the validation flow. Cache failures are logged but don't block bookings, which is the correct resilience behavior.


122-173: LGTM! Smart fallback logic prevents provider hammering.

The validateWithCalcom method implements excellent resilience:

  • Returns continueWithProvider: false when cache read fails (Line 148), preventing cascading failures to ZeroBounce
  • Properly handles Cal.com-verified emails by caching them
  • Falls back safely on DB errors

The comment at Lines 143-147 clearly explains the reasoning behind not calling the provider when cache is unavailable.


220-275: LGTM! Provider validation with proper timeout and fallback.

The timeout implementation is correct:

  • AbortController properly signals cancellation to the provider
  • Timeout is enforced via Promise.race
  • Fallback result (calcom-provider-fallback) allows bookings to proceed when provider fails
  • Timing information is logged for monitoring

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LGTM

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This PR is being marked as stale due to inactivity.

@github-actions github-actions bot added the Stale label Oct 23, 2025
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@hariombalhara any update on this? should we ask for foundation review here?

@github-actions github-actions bot removed the Stale label Oct 25, 2025
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The validation for a new email needs to happen from zerobounce which can potentially delay the booking itself, which we really want to avoid.

If we implement such a validation then we want a system where we let the booking happen and cancel it later if it is found to be invalid. Such a flow doesn't slow down bookings.

Also, we could potentially use zerobounce in signup to validate emails and avoid spam, which we can decide to pick up later.

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3 participants