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Understanding the Context

Outlook Welcome to the Outlook group! This is the place to discuss best practices, news, and the latest trends and topics related to Outlook. Outlook on our RDS servers (Office 2019 Standard Volume License) requires the user to enter their password every time they login to a new RDS session. If I login as a user excluded from FSLogix it saves the password and I don't need to re-enter it every time.

Key Insights

Hello, I'm Raashid, a Microsoft Office expert here to assist you with your Hotmail account lockout issue. Let's work together to resolve this and get your account back up and running smoothly.A Hotmail (now Outlook.com) account lockout due to "too many requests" usually happens when Microsoft's systems detect suspicious activity, such as:Repeated incorrect password *****: Trying multiple passwords in a short time.Automated login attempts: Using scripts or bots to try and access the account ... What does work? As long as you restrict yourself in Outlook to the signed-in user everthying works fine. You are never presented with requirements to login when you roam to another VM.

Final Thoughts

Seems logic as SSO kicks in if Outlook should need authentication. What doesn't work? The trouble starts when you add a second O365 account to Outlook.