Testing Microsoft 365 Login for Private AI Business Platform

I test whether employees can sign in to our AI chat tool with their existing Microsoft 365 accounts, and whether their Entra groups set the right permission level. This is for business owners who want staff using AI under the same logins and access controls they already manage. I skip the boring setup and give you the summary: a free Microsoft Entra account, a registered app, test users and three test groups (admin, claims and sales). Then I sign in as each test user in LibreChat, deal with a password reset, an authenticator prompt and one sign-in error, and let the AI check the logs to confirm the roles synced correctly. After that I move users between groups to see if their permission tiers change. They do. I also test what happens when someone is removed while they are still logged in, and that did not update. So we found a gap, and we're fixing it before this goes anywhere near a real company. 0:00 Entra setup summary: app, users and groups 1:21 Signing in as the sales test user 3:20 Sign-in error and checking the logs 5:03 Testing the other users 5:48 Changing groups and testing refusals 6:06 Results and the gap we found I help small and mid size companies integrate AI into their workforce safely and privately. Want help with your team? https://dancdyer.com/ai-consulting Email: dan@dancdyer.com