Perfect. Now I have enough information to compile a comprehensive report. Let me create the final analysis.

## Configuration, Environment, and Third-Party Integration Analysis

### 1. DEPENDENCIES ANALYSIS

**Status: Good**

Key dependencies installed:
- **Stripe**: `@stripe/react-stripe-js@5.6.0`, `@stripe/stripe-js@8.7.0`, `stripe@20.3.1` ✓
- **Supabase**: `@supabase/ssr@0.8.0`, `@supabase/supabase-js@2.94.0` ✓
- **OpenAI**: `openai@6.18.0` ✓
- **Next.js**: `16.1.6` (latest) ✓
- **React**: `19.2.3` (latest) ✓
- **TypeScript**: `5.9.3` ✓
- **Tailwind**: `@tailwindcss/postcss@4`, `tailwindcss@4` (latest PostCSS plugin system) ✓
- **Form handling**: `react-hook-form@7.71.1`, `@hookform/resolvers@5.2.2`, `zod@4.3.6` ✓
- **UI Components**: `radix-ui@1.4.3`, `lucide-react@0.563.0` ✓
- **Notifications**: `react-hot-toast@2.6.0` ✓

**Issues**: None detected. Dependencies are modern and well-maintained.

---

### 2. NEXT.JS CONFIGURATION (next.config.ts)

**Status: Excellent Security Headers**

✓ **Security headers configured properly:**
- `X-Frame-Options: DENY` - Prevents clickjacking
- `X-Content-Type-Options: nosniff` - Prevents MIME sniffing
- `Strict-Transport-Security` with 2-year max-age and preload
- `Referrer-Policy: strict-origin-when-cross-origin`
- `Permissions-Policy` with restricted camera/microphone/geolocation
- **CSP**: Allows Stripe frames (`https://js.stripe.com`, `https://hooks.stripe.com`)

✓ **PWA Support**:
- Service worker manifest caching configured
- SW.js with no-cache headers (correct for live updates)

**No issues detected.**

---

### 3. TYPESCRIPT CONFIGURATION (tsconfig.json)

**Status: Properly Configured**

- Strict mode: `true` ✓
- Module resolution: `bundler` (correct for Next.js 16) ✓
- JSX: `react-jsx` ✓
- Path aliases: `@/*` → `./src/*` ✓
- Incremental compilation enabled ✓

**No issues detected.**

---

### 4. ENVIRONMENT VARIABLES ANALYSIS (.env.local)

**Status: Multiple Critical Issues**

**Environment Variables Referenced in Code:**

| Var Name | Status | Used For | Security Notes |
|----------|--------|----------|-----------------|
| `NEXT_PUBLIC_SUPABASE_URL` | ✓ Set | Supabase project URL | Public (safe) |
| `NEXT_PUBLIC_SUPABASE_ANON_KEY` | ✓ Set | Supabase anon key | Public, but RLS enforced |
| `SUPABASE_SERVICE_KEY` | ✓ Set | Admin operations | **SECRET - EXPOSED IN .env.local!** |
| `SUPABASE_SERVICE_ROLE_KEY` | ⚠ Set (duplicate) | Same as above | **SECRET - EXPOSED** |
| `DATABASE_URL` | ✓ Set | Direct DB connection | **SECRET - EXPOSED** |
| `STRIPE_SECRET_KEY` | ✓ Set | Stripe server operations | **SECRET - EXPOSED IN .env.local!** |
| `STRIPE_PUBLISHABLE_KEY` | ✓ Set | Client-side Stripe | Public (safe) |
| `NEXT_PUBLIC_STRIPE_PUBLISHABLE_KEY` | ✓ Set | Client-side Stripe | Public (safe) |
| `STRIPE_WEBHOOK_SECRET` | ⚠ **PLACEHOLDER** | Stripe webhook verification | **NOT SET - USING PLACEHOLDER!** |
| `OPENAI_API_KEY` | ✓ Set | OpenAI API calls | **SECRET - EXPOSED IN .env.local!** |
| `RESEND_API_KEY` | ✓ Set | Email service (not used) | **SECRET - EXPOSED** |
| `ABR_GUID` | ⚠ **PLACEHOLDER** | ABN lookup authentication | **NOT SET - USING PLACEHOLDER!** |
| `NEXT_PUBLIC_APP_URL` | ✓ Set | Application base URL | Public, production domain |

**CRITICAL SECURITY ISSUES:**

1. **`.env.local` CHECKED INTO VERSION CONTROL** - All secrets exposed!
   - Supabase service keys
   - Stripe secret key
   - OpenAI API key
   - Resend API key
   - Database URL
   - These should be in `.env.local` (which should be `.gitignore`d) or a secrets manager

2. **Missing Stripe Webhook Secret** - Set to `whsec_your_webhook_secret_here`
   - Stripe webhook signature verification will FAIL
   - Webhooks cannot be verified properly
   - Payment state updates will be rejected

3. **ABR_GUID Not Configured** - Set to placeholder `REGISTER-TOMORROW-AT-ABR-BUSINESS-GOV-AU`
   - ABN lookup will fail in production
   - Falls back to dev mock data (code detects this)

---

### 5. STRIPE INTEGRATION

**Files Analyzed:**
- `/src/lib/stripe/server.ts`
- `/src/app/api/webhooks/stripe/route.ts`
- `/src/app/api/payments/create/route.ts`

**Status: Well-Implemented with ONE Critical Issue**

**Strengths:**
✓ Webhook signature verification implemented correctly
✓ Metadata captured for match tracking
✓ Payment intent status properly tracked
✓ Rate limiting on payment endpoint (10 req/15 min)
✓ CSRF protection on payment routes
✓ User authorization checks in place
✓ Database updates via service role (admin client)
✓ Proper error handling for payment operations

**Critical Issues:**

1. **STRIPE_WEBHOOK_SECRET NOT SET** ⚠
   ```typescript
   // From /src/lib/stripe/server.ts line 14-16
   if (!process.env.STRIPE_WEBHOOK_SECRET) {
     throw new Error('STRIPE_WEBHOOK_SECRET is not configured');
   }
   ```
   - Webhook verification will fail at runtime
   - Payment state transitions won't happen on successful payments
   - No hire confirmations will be triggered

2. **Webhook handles 3 events:**
   - `payment_intent.succeeded` → Updates payment status to `charged`, match to `hired`
   - `payment_intent.payment_failed` → Marks payment as `pending` (allows retry)
   - `payment_intent.canceled` → Deletes pending payments

**Security:**
- Uses v2026-01-28.clover API version (latest)
- Webhook endpoint requires signature verification
- Hardcoded payment amount ($50) prevents client override
- Match ownership verified before payment
- Company-job authorization checked

---

### 6. OPENAI INTEGRATION

**Files Analyzed:**
- `/src/app/api/ai/generate-profile/route.ts`
- `/src/app/api/ai/transcribe-voice/route.ts`
- `/src/app/api/ai/parse-profile-voice/route.ts`

**Status: Good Implementation**

**Endpoints:**

1. **Generate Profile** (`/api/ai/generate-profile`)
   - Uses `gpt-4o-mini` model
   - Generates: bio, skills, certifications from user input
   - Sanitizes inputs to prevent prompt injection ✓
   - Rate limited: 5 req/15 min per IP ✓
   - Requires authentication ✓
   - CSRF protected ✓

2. **Transcribe Voice** (`/api/ai/transcribe-voice`)
   - Uses `whisper-1` model for audio transcription
   - Accepts multipart form data (audio file)
   - Rate limited: 10 req/15 min per IP ✓
   - Requires authentication ✓
   - CSRF protected ✓

3. **Parse Voice Profile** (`/api/ai/parse-profile-voice`)
   - Uses `gpt-4o-mini` with JSON mode
   - Extracts: trade, experience, location, availability
   - Validates against whitelist of trades ✓
   - Sanitizes transcript (5000 char limit) ✓
   - Rate limited: 10 req/15 min per IP ✓
   - CSRF protected ✓

**Issues:**
- ⚠ `OPENAI_API_KEY` exposed in `.env.local`
- All endpoints properly validate inputs and use low temperature (0.3-0.7)
- Error messages appropriately generic to prevent info leaks

---

### 7. EMAIL/RESEND INTEGRATION

**Status: NOT IMPLEMENTED**

**Findings:**
- `RESEND_API_KEY` present in `.env.local` but **NOT USED ANYWHERE**
- Email verification uses Supabase native auth:
  ```typescript
  // From /src/app/auth/verify-email/page.tsx
  await supabase.auth.resend({
    type: 'signup',
    email,
  });
  ```
- This uses Supabase's built-in email sending, NOT Resend
- The Resend API key is dead code/artifact

**Recommendation:** Remove `RESEND_API_KEY` from `.env.local` if not used.

---

### 8. SUPABASE AUTH CONFIGURATION

**Files Analyzed:**
- `/src/lib/supabase/client.ts`
- `/src/lib/supabase/server.ts`
- `/src/lib/supabase/middleware.ts`
- `/src/app/auth/callback/route.ts`

**Status: Excellent Implementation**

**Strengths:**
✓ **Client-side:** Uses `createBrowserClient` from `@supabase/ssr`
✓ **Server-side:** Uses `createServerClient` with cookie management
✓ **Admin operations:** Separate `getSupabaseAdmin()` function with service key
✓ **Authentication flow:** Proper OAuth callback handling
✓ **Session validation:** Uses `getUser()` (verifies JWT with Supabase), NOT `getSession()` (unverified)
✓ **Email verification:** Enforced before accessing protected routes
✓ **Redirect logic:** Unverified users redirected to verify page before dashboard

**Security Details:**
- Service key is lazily-initialized (H11 fix)
- Open redirect prevention in auth callback (line 9-10 of callback route)
- Proxy pattern prevents stale auth on shared devices
- Admin client has `autoRefreshToken: false` and `persistSession: false`

**No issues detected in Supabase integration.**

---

### 9. MIDDLEWARE & ROUTE PROTECTION

**Files Analyzed:**
- `/src/middleware.ts`
- `/src/lib/supabase/middleware.ts`
- `/src/lib/csrf.ts`
- `/src/lib/rate-limit.ts`

**Status: Comprehensive Protection**

**Middleware Flow:**
1. All requests pass through middleware (except static assets)
2. Validates JWT with Supabase
3. Routes classified:
   - **Protected**: `/dashboard`, `/contractor`, `/worker`, `/messages`, `/profile`
   - **Auth**: `/auth/login`, `/auth/signup`
   - **Verify**: `/auth/verify-email`
4. Rules:
   - Unauthenticated → redirect to login
   - Unverified email → redirect to verify page
   - Verified → redirect from auth pages to dashboard

**CSRF Protection** (`/src/lib/csrf.ts`):
✓ Token generation: 32-byte random (cryptographically secure)
✓ Cookie: `SameSite=Strict`, `Max-Age=86400` (24 hours)
✓ Secure flag added in production
✓ Validation: Constant-time comparison (prevents timing attacks)
✓ Same-origin check: Origin/Referer header validation
✓ Supports JSON headers and form data

**Rate Limiting** (`/src/lib/rate-limit.ts`):
⚠ **In-memory store** - Per-instance, not shared across horizontally-scaled servers
- 100 requests per 15 minutes (default)
- IP-based limiting with X-Forwarded-For support
- Cleanup interval every 5 minutes
- Used on:
  - Payment endpoint: 10 req/15 min
  - AI endpoints: 5-10 req/15 min per endpoint
  - ABN lookup: 10 req/15 min
  - Email verification: 5 req/15 min

**Comments:**
- Rate limiting note correctly identifies it's not suitable for multi-instance deployments
- Would need Redis for production scaling

---

### 10. PWA CONFIGURATION

**Files:**
- `/public/manifest.json`
- `/public/sw.js`
- `/public/register-sw.js`

**Status: Basic PWA Setup**

✓ Manifest configured:
- App name: "RateRight"
- Display: `standalone`
- Theme color: `#2563eb` (blue)
- Background: white
- Icons: 192x192, 512x512 (SVG), 180x180 apple-touch icon
- All SVG icons with maskable purpose

✓ Service Worker:
- Cache-first strategy
- Offline fallback to `/offline` page
- Cache cleanup on activation
- Only caches successful (200) responses

⚠ **Missing:**
- Offline page (`/offline`) not created
- Service worker registration code (`register-sw.js`) exists but may not be called
- No indication of SW registration in main layout

---

### 11. TAILWIND CSS CONFIGURATION

**Files:**
- `/postcss.config.mjs`
- `/src/app/globals.css`

**Status: Properly Configured**

✓ PostCSS config uses `@tailwindcss/postcss@4` plugin (v4 system)
✓ Globals.css imports tailwindcss correctly
✓ Custom theme variables defined in `:root`
✓ Dark mode support with custom oklch colors
✓ Custom radius scale (sm, md, lg, xl, 2xl, 3xl, 4xl)

**No issues detected.**

---

## SUMMARY REPORT

### What's Working Well
✓ Stripe payment integration is comprehensive (except webhook secret)
✓ Supabase auth is properly implemented with multiple security layers
✓ OpenAI integrations have proper rate limiting and input sanitization
✓ CSRF protection is well-implemented with timing-safe comparisons
✓ Middleware properly enforces authentication and email verification
✓ Security headers are comprehensive
✓ TypeScript configuration is strict and proper

### Critical Issues (Must Fix Before Production)
🔴 **STRIPE_WEBHOOK_SECRET = placeholder** → Webhook verification will fail
   - Payment state updates won't process
   - Status: BLOCKS PAYMENT PROCESSING

🔴 **All secrets checked into .env.local in version control**
   - Stripe secret key, OpenAI key, Supabase service keys exposed
   - Status: IMMEDIATE SECURITY RISK

🔴 **ABR_GUID not configured** → ABN lookup will use mock data
   - Status: FEATURE NOT WORKING

### Medium Issues
⚠ **Rate limiting is in-memory** → Won't scale across multiple instances
   - For single-instance deployment (like Heroku/Railway single dyno) it's fine
   - Would need Redis for horizontal scaling

⚠ **Resend API key present but unused** → Dead code/confusion
   - Remove from .env.local if not needed

⚠ **PWA offline page missing** → `/offline` route not found
   - Service worker references it but page doesn't exist

### Recommendations
1. **Immediately:** Set `STRIPE_WEBHOOK_SECRET` from Stripe Dashboard
2. **Immediately:** Move `.env.local` to `.gitignore` and regenerate all keys
3. **Soon:** Register ABR GUID at https://abr.business.gov.au/Tools/WebServices
4. **Soon:** Create `/app/offline/page.tsx` for PWA offline fallback
5. **Consider:** For production scaling, migrate rate limiting to Redis
6. **Consider:** Document that this app is single-instance optimized

---

### File Paths for Reference
- Stripe integration: `/home/ccuser/the-50-dollar-app/src/lib/stripe/server.ts`
- Webhook handler: `/home/ccuser/the-50-dollar-app/src/app/api/webhooks/stripe/route.ts`
- Payment creation: `/home/ccuser/the-50-dollar-app/src/app/api/payments/create/route.ts`
- Supabase auth: `/home/ccuser/the-50-dollar-app/src/lib/supabase/server.ts`
- Middleware: `/home/ccuser/the-50-dollar-app/src/middleware.ts`
- CSRF: `/home/ccuser/the-50-dollar-app/src/lib/csrf.ts`
- Rate limiting: `/home/ccuser/the-50-dollar-app/src/lib/rate-limit.ts`
- OpenAI endpoints: `/home/ccuser/the-50-dollar-app/src/app/api/ai/`