diff --git a/sentry-ruby/lib/sentry/cron/monitor_check_ins.rb b/sentry-ruby/lib/sentry/cron/monitor_check_ins.rb
index df7445286..10ad28d00 100644
--- a/sentry-ruby/lib/sentry/cron/monitor_check_ins.rb
+++ b/sentry-ruby/lib/sentry/cron/monitor_check_ins.rb
@@ -4,6 +4,8 @@ module Sentry
   module Cron
     module MonitorCheckIns
       MAX_SLUG_LENGTH = 50
+      MAX_NAME_LENGTH = 128
+      SLUG_HASH_LENGTH = 10
 
       module Patch
         def perform(*args, **opts)
@@ -59,8 +61,19 @@ def sentry_monitor_check_ins(slug: nil, monitor_config: nil)
 
         def sentry_monitor_slug(name: self.name)
           @sentry_monitor_slug ||= begin
-            slug = name.gsub("::", "-").downcase
-            slug[-MAX_SLUG_LENGTH..-1] || slug
+            slug = name.gsub("::", "-").gsub(/([A-Z]+)([A-Z][a-z])/, '\1_\2').gsub(/([a-z\d])([A-Z])/, '\1_\2').downcase
+            if slug.length > MAX_SLUG_LENGTH
+              diff_length = slug.length + 1 + SLUG_HASH_LENGTH - MAX_SLUG_LENGTH
+              trim_part = ""
+              slug.scan(/([^_-]+)([_-])/) do |match, separator|
+                trim_part = "#{trim_part}#{match}#{separator}"
+                break if trim_part.length >= diff_length
+              end
+              trim_part = slug[0...diff_length] if trim_part.empty?
+              hash = OpenSSL::Digest::SHA256.hexdigest(trim_part)[0..SLUG_HASH_LENGTH-1]
+              slug = "#{hash}_#{slug.sub(trim_part, '')}"
+            end
+            slug
           end
         end
 
diff --git a/sentry-ruby/spec/sentry/cron/monitor_check_ins_spec.rb b/sentry-ruby/spec/sentry/cron/monitor_check_ins_spec.rb
index b1aafc4b2..e305a5693 100644
--- a/sentry-ruby/spec/sentry/cron/monitor_check_ins_spec.rb
+++ b/sentry-ruby/spec/sentry/cron/monitor_check_ins_spec.rb
@@ -183,7 +183,7 @@ def perform
 
       it 'truncates from the beginning and parameterizes slug' do
         slug = VeryLongOuterModule::VeryVeryVeryVeryLongInnerModule::Job.sentry_monitor_slug
-        expect(slug).to eq('ongoutermodule-veryveryveryverylonginnermodule-job')
+        expect(slug).to eq('675905e0c9_very_very_very_long_inner_module-job')
       end
     end
 
diff --git a/sentry-sidekiq/spec/sentry/sidekiq-scheduler/scheduler_spec.rb b/sentry-sidekiq/spec/sentry/sidekiq-scheduler/scheduler_spec.rb
index 02efd1ccc..252a3dc12 100644
--- a/sentry-sidekiq/spec/sentry/sidekiq-scheduler/scheduler_spec.rb
+++ b/sentry-sidekiq/spec/sentry/sidekiq-scheduler/scheduler_spec.rb
@@ -66,7 +66,8 @@
 
  it 'truncates from the beginning and parameterizes slug' do
     expect(VeryLongOuterModule::VeryVeryVeryVeryLongInnerModule::Job.ancestors).to include(Sentry::Cron::MonitorCheckIns)
-    expect(VeryLongOuterModule::VeryVeryVeryVeryLongInnerModule::Job.sentry_monitor_slug).to eq('ongoutermodule-veryveryveryverylonginnermodule-job')
+    expect(VeryLongOuterModule::VeryVeryVeryVeryLongInnerModule::Job.sentry_monitor_slug.length).to be <= 50
+    expect(VeryLongOuterModule::VeryVeryVeryVeryLongInnerModule::Job.sentry_monitor_slug).to eq('675905e0c9_very_very_very_long_inner_module-job')
     expect(VeryLongOuterModule::VeryVeryVeryVeryLongInnerModule::Job.sentry_monitor_config).to be_a(Sentry::Cron::MonitorConfig)
     expect(VeryLongOuterModule::VeryVeryVeryVeryLongInnerModule::Job.sentry_monitor_config.schedule).to be_a(Sentry::Cron::MonitorSchedule::Crontab)
     expect(VeryLongOuterModule::VeryVeryVeryVeryLongInnerModule::Job.sentry_monitor_config.schedule.value).to eq('* * * * *')
diff --git a/sentry-sidekiq/spec/sentry/sidekiq_spec.rb b/sentry-sidekiq/spec/sentry/sidekiq_spec.rb
index de65bb074..c9c3d9d86 100644
--- a/sentry-sidekiq/spec/sentry/sidekiq_spec.rb
+++ b/sentry-sidekiq/spec/sentry/sidekiq_spec.rb
@@ -320,7 +320,7 @@ def retry_last_failed_job
       expect(first.to_hash).to include(
         type: 'check_in',
         check_in_id: check_in_id,
-        monitor_slug: "happyworkerwithcron",
+        monitor_slug: "happy_worker_with_cron",
         status: :in_progress
       )
 
@@ -330,7 +330,7 @@ def retry_last_failed_job
         :duration,
         type: 'check_in',
         check_in_id: check_in_id,
-        monitor_slug: "happyworkerwithcron",
+        monitor_slug: "happy_worker_with_cron",
         status: :ok
       )
     end