Twenty OAUTH Mastery

Twenty CRM OAuth Mastery Skill

Author: Generated from extensive OAuth debugging sessions in OpenCode
Last Updated: 2026-02-08
Version: 1.0

Skill Metadata

name: twenty-oauth-mastery
description: Expert-level OAuth authentication knowledge for Twenty CRM including implementation, troubleshooting, and best practices
expertise_level: Expert/Mastery
category: Authentication
applicable_to:
  - Twenty CRM authentication
  - Google/Microsoft OAuth
  - Token refresh management
  - Domain restrictions
  - Email/Calendar sync integration
prerequisites:
  - Knowledge of TypeScript/JavaScript
  - Understanding of OAuth 2.0 protocol
  - Familiarity with NestJS framework
keywords:
  - oauth
  - authentication
  - twenty-crm
  - google-oauth
  - microsoft-oauth
  - token-refresh
  - sync-integration
  - domain-restriction

Quick Start

When to Use This Skill

You should use this skill when working on:

✅ Implementing new OAuth providers
✅ Fixing OAuth login issues
✅ Setting up automatic Gmail/Calendar sync after OAuth
✅ Debugging token refresh failures
✅ Configuring domain restrictions
✅ Troubleshooting redirect loops

Quick Reference for Common Issues

Core Knowledge

1. Twenty CRM OAuth Architecture

Key Files: twenty/packages/twenty-server/src/engine/core-modules/auth/

Structure:

auth/
├── strategies/         # Passport strategies (Google, Microsoft)
├── controllers/        # OAuth endpoints and callbacks
├── services/          # Auth logic, sync setup, token management
├── guards/            # Auth guards and validation
└── utils/             # Scope configuration, utilities

2. Critical Code Patterns

Passport Strategy Pattern (MUST FOLLOW)

@Injectable()
export class GoogleStrategy extends PassportStrategy(Strategy, 'google') {
  constructor(twentyConfigService: TwentyConfigService) {
    super({
      clientID: twentyConfigService.get('AUTH_GOOGLE_CLIENT_ID'),
      clientSecret: twentyConfigService.get('AUTH_GOOGLE_CLIENT_SECRET'),
      callbackURL: twentyConfigService.get('AUTH_GOOGLE_CALLBACK_URL'),
      scope: getGoogleApisOauthScopes(),
      passReqToCallback: true, // 🔴 CRITICAL: Required for request state
    });
  }

  async validate(
    request: GoogleRequest,
    _accessToken: string,
    _refreshToken: string,
    profile: GoogleProfile,
  ) {
    // 🔴 CRITICAL: Include tokens in return object
    // Without this, automatic sync setup fails
    return {
      ...profile,
      accessToken: _accessToken,
      refreshToken: _refreshToken,
      hostedDomain: request.query.hosted_domain || profile.emails?.[0]?.value?.split('@')[1],
    };
  }
}

Why This Matters:

• passReqToCallback: true: Enables access to request state
• Token preservation: Required for OAuthSyncService to work

3. Common Issues & Solutions

Issue 1: Redirect Loop After OAuth

Symptoms: OAuth completes but user stuck on welcome page

Root Causes:

1. Backend not compiled: Source has fix, container running old JavaScript

   Fix:

   npx nx build twenty-server
   docker restart fratres-twenty
   

2. Missing isSingleDomainMode: Redirect logic not in compiled code

   Check:

   docker exec fratres-twenty cat /app/dist/engine/core-modules/auth/services/auth.service.js | grep isSingleDomainMode
   

3. Cookie domain mismatch: Cookie not accessible

   Fix:

   // auth.service.ts - Remove explicit domain attribute
   res.cookie('tokenPair', JSON.stringify(authTokens), {
     path: '/',
     secure: true,
     sameSite: 'lax',
     httpOnly: false, // 🔴 Must be false for JavaScript access
   });
   

Issue 2: Domain Enforcement Blocking .co Users

Symptoms: @company.co rejected, only @company.com allowed

Three Places to Fix:

1. Google Strategy (google.auth.strategy.ts):

   // ❌ WRONG - Hardcoded
   hd: 'company.com'
   
   // ✅ CORRECT - Remove hd parameter
   // (no hd parameter)
   

2. Controller (google-auth.controller.ts):

   // ❌ WRONG - Hardcoded check
   if (hostedDomain !== 'company.com') { throw ... }
   
   // ✅ CORRECT - Allowlist
   const allowedOAuthDomains = ['company.com', 'company.co'];
   if (!hostedDomain || !allowedOAuthDomains.includes(hostedDomain)) {
     throw new UnauthorizedException(
       `Only ${allowedOAuthDomains.map(d => `@${d}`).join(', ')} allowed`
     );
   }
   

3. Database (workspaceMetadata table):

   INSERT INTO "workspaceMetadata" ("id", "workspaceId", "key", "value", "createdAt", "updatedAt")
   VALUES (gen_random_uuid(), 'workspace-id', 'approvedAccessDomains', '["company.com", "company.co"]', NOW(), NOW());
   

Issue 3: Automatic Sync Not Triggered

Symptoms: User logs in but connected account/sync channels not created

Root Cause: Tokens lost in validate() method

Fix:

// google.auth.strategy.ts validate()
async validate(request, accessToken, refreshToken, profile) {
  // ❌ WRONG - Tokens lost
  return { ...profile };
  
  // ✅ CORRECT - Tokens preserved
  return {
    ...profile,
    accessToken,
    refreshToken,
  };
}

Additional Checks:

1. Verify auth.service.ts calls oauthSyncService.setupSyncForOAuthUser() after login
2. Verify tokens are passed to sync service
3. Check Google scopes include gmail.readonly and calendar.events
4. Verify CALENDAR_PROVIDER_GOOGLE_ENABLED=true

Issue 4: Frontend Token Processing Loop

Symptoms: SignInUpGlobalScopeFormEffect runs repeatedly, infinite API calls

Root Cause: Same token processed multiple times

Fix:

// SignInUpGlobalScopeFormEffect.tsx
useEffect(() => {
  const tokenPairFromUrl = getAuthPairFromUrl();
  
  if (tokenPairFromUrl) {
    const tokenSignature = JSON.stringify(tokenPairFromUrl);
    
    // 🔴 CRITICAL: Skip if already processed
    if (processedTokenSignatures.current.has(tokenSignature)) {
      return;
    }
    
    // Track this signature
    processedTokenSignatures.current.add(tokenSignature);
    
    // Now process the token
    setAuthTokens(tokenPairFromUrl);
  }
}, []);

4. OAuth Sync Integration

When to Use: Users should have Gmail/Calendar auto-connected after OAuth login

Implementation:

1. Create OAuthSyncService:

   async setupSyncForOAuthUser(input: {
     workspaceId: string;
     userId: string;
     workspaceMemberId: string;
     email: string;
     accessToken: string;
     refreshToken: string;
     scopes: string[];
   }) {
     // 1. Create/update connected account with tokens
     // 2. Create message channel
     // 3. Create calendar channel (if enabled)
     // 4. Queue initial sync jobs
   }
   

2. Integrate into AuthService:

   // auth.service.ts:signInUpWithSocialSSO()
   const { redirectUrl, authTokens } = await this.generateTokens(...);
   
   // 🔴 CRITICAL: Call sync setup BEFORE redirect
   if (provider === 'google') {
     try {
       await this.oauthSyncService.setupSyncForOAuthUser({
         workspaceId,
         userId,
         email: user.email,
         accessToken: authTokens.authToken.accessToken,
         refreshToken: authTokens.authToken.refreshToken,
         scopes: user.scopes || [],
       });
     } catch (error) {
       // Log error but don't fail login
       this.logger.error('Failed to setup OAuth sync', error);
     }
   }
   
   return { redirectUrl, authTokens };
   

Critical:

• Use try/catch to prevent sync setup from failing login
• Check for existing channels (prevent duplication)
• Only run for specific providers/domains if needed

5. Token Refresh Management

Token Refresh Pattern:

async refreshTokens(refreshToken: string): Promise<ConnectedAccountTokens> {
  const oAuth2Client = new google.auth.OAuth2(clientId, clientSecret);
  oAuth2Client.setCredentials({ refresh_token: refreshToken });
  
  try {
    const { token } = await oAuth2Client.getAccessToken();
    
    // 🔴 CRITICAL: Preserve original refresh token
    // Google may not return a new one
    return {
      accessToken: token,
      refreshToken: refreshToken,
    };
  } catch (error) {
    throw parseGoogleOAuthError(error);
  }
}

Error Handling:

export const parseGoogleOAuthError = (error: unknown) => {
  const gaxiosError = error as GaxiosError;
  const code = gaxiosError.response?.status;
  const reason = gaxiosError.response?.data?.error;
  
  switch (code) {
    case 400:
      if (reason === 'invalid_grant') {
        // 🔴 FATAL: Refresh token expired/revoked
        return new ConnectedAccountRefreshAccessTokenException(
          'invalid_grant',
          ConnectedAccountRefreshAccessTokenExceptionCode.INVALID_REFRESH_TOKEN,
        );
      }
      break;
    case 401:
      return new ConnectedAccountRefreshAccessTokenException(
        'unauthorized',
        ConnectedAccountRefreshAccessTokenExceptionCode.UNAUTHORIZED,
      );
    case 429:
      // 🔴 RETRYABLE: Rate limit error
      return new ConnectedAccountRefreshAccessTokenException(
        'rate_limit',
        ConnectedAccountRefreshAccessTokenExceptionCode.RATE_LIMIT_ERROR,
      );
  }
  
  return new ConnectedAccountRefreshAccessTokenException('unknown', ...);
};

6. Testing Strategies

Unit Testing (Token Refresh)

describe('GoogleAPIRefreshAccessTokenService', () => {
  it('should refresh token successfully', async () => {
    const mockRefreshToken = 'valid-refresh-token';
    const mockNewAccessToken = 'new-access-token';
    
    jest.spyOn(google.auth, 'OAuth2').mockImplementation(() => ({
      setCredentials: jest.fn(),
      getAccessToken: jest.fn().mockResolvedValue({ token: mockNewAccessToken }),
    }));
    
    const result = await service.refreshTokens(mockRefreshToken);
    
    expect(result.accessToken).toBe(mockNewAccessToken);
    expect(result.refreshToken).toBe(mockRefreshToken); // Original preserved
  });
});

Cookie Injection Test (Playwright)

// Test: frontend reads and processes cookie
await context.addCookies([{
  name: 'tokenPair',
  value: JSON.stringify({ authToken: { accessToken: 'fake-token' } }),
  domain: 'isearch.1791technology.com',
  path: '/',
  secure: true,
  sameSite: 'Lax',
}]);

await page.goto('https://isearch.1791technology.com');

// Check console logs
const logs = await page.evaluate(() => window.tokenPairLogs || []);
assert(logs.includes('tokenPairPayload from cookies: found'));
assert(logs.includes('Setting auth tokens...'));

7. Configuration

Required Environment Variables:

# Google OAuth
AUTH_GOOGLE_ENABLED=true
AUTH_GOOGLE_CLIENT_ID=849758856044-54v9md2rt6ucthch26p8g4etotcb8gth.apps.googleusercontent.com
AUTH_GOOGLE_CLIENT_SECRET=GOCSPX-...
AUTH_GOOGLE_CALLBACK_URL=https://yourdomain.com/auth/google/redirect

# Calendars/Email
CALENDAR_PROVIDER_GOOGLE_ENABLED=true
MESSAGING_PROVIDER_GMAIL_ENABLED=true

# Billing (disable for self-hosted)
IS_BILLING_ENABLED=false

Google Cloud Console:

• Redirect URIs: https://yourdomain.com/auth/google/redirect
• Authorized Origins: https://yourdomain.com

8. Deployment Checklist

Before Deploying:

• TypeScript source updated
• Unit tests passing
• Type check: npx nx typecheck twenty-server
• Build: npx nx build twenty-server
• Verify compiled JavaScript has changes (check dist/ folder)
• Copy dist/ to container
• Restart container
• Check health: curl -f /healthz

After Deploying:

• Test OAuth flow manually
• Check browser console
• Verify redirect to dashboard (not welcome)
• Check connected account in database
• Verify sync channels created (if applicable)

9. Troubleshooting Workflow

Step 1: Verify Container Running New Code

docker ps | grep fratres-twenty
docker exec fratres-twenty cat /app/dist/engine/core-modules/auth/services/auth.service.js | grep isSingleDomainMode

Step 2: Check Google Cloud Console

• Redirect URIs match production URL
• Client ID and secret correct
• OAuth consent screen configured

Step 3: Check Environment

docker exec fratres-twenty env | grep AUTH_GOOGLE
docker exec fratres-twenty env | grep CALENDAR_PROVIDER

Step 4: Test OAuth Entry Point

curl -v https://yourdomain.com/auth/google | grep Location
# Should redirect to accounts.google.com with correct client_id

Step 5: Check Database (Sync Issues)

-- Check connected accounts
SELECT id, handle, provider, "accessToken" IS NOT NULL
FROM "connectedAccount"
WHERE handle = 'user@example.com';

-- Check sync channels
SELECT id, "syncStatus"
FROM "messageChannel"
WHERE "connectedAccountId" = 'account-id';

Step 6: Check Logs

docker logs fratres-twenty --tail 100 | grep -i oauth

10. Common Pitfalls ❌

1. Forgetting to rebuild - Source changes don't auto-compile
2. Hardcoding domains - Use allowlists instead
3. Setting httpOnly: true - Frontend can't read tokenPair cookie
4. Losing tokens in validate() - Must return accessToken/refreshToken
5. Not preserving refresh tokens - Google may not return new ones
6. Missing passReqToCallback: true - Can't access request state
7. Not testing with real OAuth - Mock tests miss edge cases
8. Skipping health checks - Container running old code unnoticed

Expert Insights

When OAuth Works But Sync Doesn't

Debug Path:

1. Check oauth-sync.service.ts exists and is called
2. Verify tokens passed through validate()
3. Check scopes include gmail.readonly and calendar.events
4. Verify CALENDAR_PROVIDER_GOOGLE_ENABLED=true
5. Check connected account in database
6. Verify sync channels with syncStatus=ONGOING

Common Fix: Return tokens in validate() method

When .co Domain Users Can't Login

Debug Path:

1. Check google.auth.strategy.ts for hardcoded hd parameter
2. Check google-auth.controller.ts domain validation
3. Check auth.service.ts domain allowlist
4. Check workspaceMetadata.approvedAccessDomains in database

Common Fixes:

• Remove hardcoded hd parameter
• Update controller/service allowlists
• Insert domain into database

When Frontend Gets Stuck on Welcome Page

Debug Path:

1. Check isSingleDomainMode logic in auth.service.ts
2. Check compiled auth.service.js has logic
3. Check computeRedirectURI returns AppPath.Index
4. Check cookie httpOnly attribute

Common Fixes:

• Rebuild backend: npx nx build twenty-server
• Ensure redirect to dashboard: AppPath.Index
• Set httpOnly: false on cookie

Quick Commands

# Build backend
npx nx build twenty-server

# Build frontend
npx nx build twenty-front

# Typecheck
npx nx typecheck twenty-server

# Restart container
docker restart fratres-twenty

# Check logs
docker logs fratres-twenty --tail 100

# Health check
curl -f https://yourdomain.com/healthz

# Test OAuth redirect
curl -v https://yourdomain.com/auth/google

Summary

This skill provides expert-level OAuth knowledge for Twenty CRM covering:

1. Architecture: Twenty's OAuth using Passport strategies
2. Common Issues: 5+ major issues with detailed fixes
3. Automatic Sync: Gmail/Calendar sync after OAuth
4. Token Management: Refresh patterns and error handling
5. Testing: Unit and integration test patterns
6. Configuration: Required environment variables
7. Deployment: Step-by-step checklist
8. Troubleshooting: Systematic workflow

Use this skill when:

• Implementing new OAuth provider
• Fixing OAuth login issues
• Setting up automatic sync integration
• Debugging token refresh failures
• Configuring domain restrictions
• Troubleshooting redirect loops