diff --git a/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components-new/usage-indicator/usage-indicator.tsx b/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components-new/usage-indicator/usage-indicator.tsx
index c0f824df67..2ed700f9d6 100644
--- a/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components-new/usage-indicator/usage-indicator.tsx
+++ b/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/components-new/usage-indicator/usage-indicator.tsx
@@ -1,22 +1,32 @@
 'use client'
 
-import { useEffect } from 'react'
-import { Badge, Progress, Skeleton } from '@/components/ui'
+import { useEffect, useMemo } from 'react'
+import { Button } from '@/components/emcn'
+import { Skeleton } from '@/components/ui'
 import { createLogger } from '@/lib/logs/console/logger'
-import { cn } from '@/lib/utils'
+import { MIN_SIDEBAR_WIDTH, useSidebarStore } from '@/stores/sidebar/store'
 import { useSubscriptionStore } from '@/stores/subscription/store'
 
-// Constants for reusable styles
-const GRADIENT_BADGE_STYLES =
-  'gradient-text h-[1.125rem] rounded-[6px] border-gradient-primary/20 bg-gradient-to-b from-gradient-primary via-gradient-secondary to-gradient-primary px-2 py-0 font-medium text-xs'
-const GRADIENT_TEXT_STYLES =
-  'gradient-text bg-gradient-to-b from-gradient-primary via-gradient-secondary to-gradient-primary'
-const CONTAINER_STYLES =
-  'pointer-events-auto flex-shrink-0 rounded-[10px] border bg-background px-3 py-2.5 shadow-xs cursor-pointer transition-colors hover:bg-muted/50'
-
 const logger = createLogger('UsageIndicator')
 
-// Plan name mapping
+/**
+ * Minimum number of pills to display (at minimum sidebar width)
+ */
+const MIN_PILL_COUNT = 6
+
+/**
+ * Maximum number of pills to display
+ */
+const MAX_PILL_COUNT = 8
+
+/**
+ * Width increase (in pixels) required to add one additional pill
+ */
+const WIDTH_PER_PILL = 50
+
+/**
+ * Plan name mapping
+ */
 const PLAN_NAMES = {
   enterprise: 'Enterprise',
   team: 'Team',
@@ -30,26 +40,40 @@ interface UsageIndicatorProps {
 
 export function UsageIndicator({ onClick }: UsageIndicatorProps) {
   const { getUsage, getSubscriptionStatus, isLoading } = useSubscriptionStore()
+  const sidebarWidth = useSidebarStore((state) => state.sidebarWidth)
 
   useEffect(() => {
     useSubscriptionStore.getState().loadData()
   }, [])
 
+  /**
+   * Calculate pill count based on sidebar width
+   * Starts at MIN_PILL_COUNT at minimum width, adds 1 pill per WIDTH_PER_PILL increase
+   */
+  const pillCount = useMemo(() => {
+    const widthDelta = sidebarWidth - MIN_SIDEBAR_WIDTH
+    const additionalPills = Math.floor(widthDelta / WIDTH_PER_PILL)
+    const calculatedCount = MIN_PILL_COUNT + additionalPills
+    return Math.max(MIN_PILL_COUNT, Math.min(MAX_PILL_COUNT, calculatedCount))
+  }, [sidebarWidth])
+
   const usage = getUsage()
   const subscription = getSubscriptionStatus()
 
   if (isLoading) {
     return (
-      <div className={CONTAINER_STYLES} onClick={() => onClick?.()}>
-        <div className='space-y-2'>
-          {/* Plan and usage info skeleton */}
-          <div className='flex items-center justify-between'>
-            <Skeleton className='h-5 w-12' />
-            <Skeleton className='h-4 w-20' />
-          </div>
+      <div className='flex flex-shrink-0 flex-col gap-[10px] border-t px-[13.5px] pt-[10px] pb-[8px] dark:border-[var(--border)]'>
+        {/* Top row skeleton */}
+        <div className='flex items-center justify-between'>
+          <Skeleton className='h-[16px] w-[120px] rounded-[4px]' />
+          <Skeleton className='h-[16px] w-[50px] rounded-[4px]' />
+        </div>
 
-          {/* Progress Bar skeleton */}
-          <Skeleton className='h-2 w-full' />
+        {/* Pills skeleton */}
+        <div className='flex items-center gap-[4px]'>
+          {Array.from({ length: pillCount }).map((_, i) => (
+            <Skeleton key={i} className='h-[6px] flex-1 rounded-[2px]' />
+          ))}
         </div>
       </div>
     )
@@ -67,7 +91,13 @@ export function UsageIndicator({ onClick }: UsageIndicatorProps) {
 
   const billingStatus = useSubscriptionStore.getState().getBillingStatus()
   const isBlocked = billingStatus === 'blocked'
-  const badgeText = isBlocked ? 'Payment Failed' : planType === 'free' ? 'Upgrade' : undefined
+  const showUpgradeButton = planType === 'free' || isBlocked
+
+  /**
+   * Calculate which pills should be filled based on usage percentage
+   */
+  const filledPillsCount = Math.ceil((progressPercentage / 100) * pillCount)
+  const isAlmostOut = filledPillsCount === pillCount
 
   const handleClick = () => {
     try {
@@ -91,32 +121,56 @@ export function UsageIndicator({ onClick }: UsageIndicatorProps) {
   }
 
   return (
-    <div className={CONTAINER_STYLES} onClick={handleClick}>
-      <div className='space-y-2'>
-        {/* Plan and usage info */}
-        <div className='flex items-center justify-between'>
-          <div className='flex items-center gap-2'>
-            <span
-              className={cn(
-                'font-medium text-sm',
-                planType === 'free' ? 'text-foreground' : GRADIENT_TEXT_STYLES
-              )}
-            >
-              {PLAN_NAMES[planType]}
-            </span>
-            {badgeText ? <Badge className={GRADIENT_BADGE_STYLES}>{badgeText}</Badge> : null}
+    <div className='flex flex-shrink-0 flex-col gap-[10px] border-t px-[13.5px] pt-[8px] pb-[8px] dark:border-[var(--border)]'>
+      {/* Top row */}
+      <div className='flex items-center justify-between'>
+        <div className='flex items-center gap-[6px]'>
+          <span className='font-medium text-[#FFFFFF] text-[12px]'>{PLAN_NAMES[planType]}</span>
+          <div className='h-[14px] w-[1.5px] bg-[#4A4A4A]' />
+          <div className='flex items-center gap-[4px]'>
+            {isBlocked ? (
+              <>
+                <span className='font-medium text-[#B1B1B1] text-[12px]'>Over</span>
+                <span className='font-medium text-[#B1B1B1] text-[12px]'>limit</span>
+              </>
+            ) : (
+              <>
+                <span className='font-medium text-[#B1B1B1] text-[12px] tabular-nums'>
+                  ${usage.current.toFixed(2)}
+                </span>
+                <span className='font-medium text-[#B1B1B1] text-[12px]'>/</span>
+                <span className='font-medium text-[#B1B1B1] text-[12px] tabular-nums'>
+                  ${usage.limit}
+                </span>
+              </>
+            )}
           </div>
-          <span className='text-muted-foreground text-xs tabular-nums'>
-            {isBlocked ? 'Payment required' : `$${usage.current.toFixed(2)} / $${usage.limit}`}
-          </span>
         </div>
+        {showUpgradeButton && (
+          <Button
+            variant='ghost'
+            className='!h-auto !px-1 !py-0 -mx-1 mt-[-2px] text-[#D4D4D4]'
+            onClick={handleClick}
+          >
+            Upgrade
+          </Button>
+        )}
+      </div>
 
-        {/* Progress Bar */}
-        <Progress
-          value={isBlocked ? 100 : progressPercentage}
-          className='h-2'
-          indicatorClassName='bg-black dark:bg-white'
-        />
+      {/* Pills row */}
+      <div className='flex items-center gap-[4px]'>
+        {Array.from({ length: pillCount }).map((_, i) => {
+          const isFilled = i < filledPillsCount
+          return (
+            <div
+              key={i}
+              className='h-[6px] flex-1 rounded-[2px]'
+              style={{
+                backgroundColor: isFilled ? (isAlmostOut ? '#ef4444' : '#34B5FF') : '#414141',
+              }}
+            />
+          )
+        })}
       </div>
     </div>
   )
diff --git a/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/sidebar-new.tsx b/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/sidebar-new.tsx
index 6c67312cdc..5bfccc3e39 100644
--- a/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/sidebar-new.tsx
+++ b/apps/sim/app/workspace/[workspaceId]/w/components/sidebar/sidebar-new.tsx
@@ -33,7 +33,6 @@ const logger = createLogger('SidebarNew')
 
 // Feature flag: Billing usage indicator visibility (matches legacy sidebar behavior)
 const isBillingEnabled = isTruthy(getEnv('NEXT_PUBLIC_BILLING_ENABLED'))
-// const isBillingEnabled = true
 
 /**
  * Sidebar component with resizable width that persists across page refreshes.
@@ -610,11 +609,7 @@ export function SidebarNew() {
               </div>
 
               {/* Usage Indicator */}
-              {isBillingEnabled && (
-                <div className='flex flex-shrink-0 flex-col gap-[2px] border-t px-[7.75px] pt-[8px] pb-[8px] dark:border-[var(--border)]'>
-                  <UsageIndicator />
-                </div>
-              )}
+              {isBillingEnabled && <UsageIndicator />}
 
               {/* Footer Navigation */}
               <FooterNavigation />