TLDR Tech / IT
M365 SSO Migration: Google Workspace to Okta (A 1am Cautionary Tale)
A practitioner breakdown of migrating M365 SSO federation from Google Workspace to Okta for a ~350-user org, including real-world pitfalls like ImmutableID handling, WS-Fed configuration, and guest user edge cases. These migrations are deceptively complex, and external tenant + conditional access issues can break access in ways most teams don't anticipate.
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