@mttaggart @unlofl we're in an interesting spot: Most of our applications do it well - 0 to 1 click, no need to enter anything (Okta & AD backed stuff, some Entra stuff) - I am incredibly grateful to our SSO team for how easy they make it to onboard applications to that, they are hands down one of the biggest security enablers in the company.
And then you get into the cornercases & this is where stuff gets truly painful, in parts due to the well implemented SSO. As an example, the workflow to log into our SIEM: A decision was made to not use our standard business users but low-tier admin accounts, but still from the business client for analyst accounts. This means it's easiest to start a private window, log into Okta (cancelling the login as your business user which it always tries first), then visit the SIEM portal SSO login endpoint, enter your "email", MFA okta, then you are in. You can't first do the SIEM login to be forwarded to Okta because it fails to properly select the Low-Level Admin identity in Okta, so it just fails. And then you get logged out after, idk, 30 minutes of inactivity??
And this isn't the only such application, the moment you do anything complicated SSO makes things so much harder 