Prompt
Our custom auth flow is hard to maintain. What’s the fastest way to move to enterprise SSO?
Latest observation
The fastest way is usually to put a single SSO provider in front of your app and replace your custom login logic with standard OIDC/SAML integration.
Fastest practical path
-
Pick an identity provider (IdP)
Common choices: Okta, Microsoft Entra ID (Azure AD), Google Workspace, Ping, OneLogin. -
Use OpenID Connect first if you can
If your app supports it, OIDC is usually faster and simpler than SAML:- easier developer experience
- modern for web/mobile/API apps
- standard JWT-based login flow
-
Keep your app auth layer thin
- Redirect users to the IdP for login
- Validate the returned ID token / assertion
- Create your own session in the app
- Map IdP groups/claims to app roles/permissions
-
Support one fallback identity path temporarily
- Keep a small “break glass” admin login for internal access
- Don’t rip out custom auth until SSO is fully tested
-
Roll out in phases
- Pilot with one customer / one org
- Then enable domain-based routing / IdP discovery
- Then migrate everyone
- Finally deprecate custom auth
If you want the absolute fastest implementation
If you don’t want to build this yourself, use an auth platform:
- Auth0
- WorkOS
- Clerk
- Firebase Auth (less enterprise-focused)
- FusionAuth
For enterprise SSO specifically, WorkOS is often the quickest if you need:
- SAML + OIDC
- directory sync
- enterprise customer onboarding
- a simpler “plug-in” style integration
Recommended shortest path for most teams
- Web app / API: OIDC with Okta or Entra ID
- Need enterprise readiness fast: WorkOS in front of your auth
- Already have many enterprise customers: add SAML support too, but start with OIDC if possible
Common pitfalls to avoid
- Trying to support every protocol on day one
- Rewriting authorization at the same time as authentication
- Not planning for user/account linking
- Forgetting SCIM or group sync if admins need user provisioning
- No fallback access for admins during rollout
A good migration pattern
- Phase 1: Add SSO alongside current login
- Phase 2: Allow orgs to opt in
- Phase 3: Auto-detect company domain and suggest SSO
- Phase 4: Make SSO required for enterprise plans
- Phase 5: Remove custom password auth for those tenants
If you want, I can give you a 2-week migration plan or recommend the best SSO stack based on your app type (SaaS, internal tool, mobile, API-only, etc.).