Hi Jeffrey Lewis,
Welcome to Microsoft Q&A forum.
The sign-in page redirecting back and forth between multiple URLs is often related to stuck browser sign-in data (cookies/session). Please try the steps below in order:
1. Sign in using a clean session
- Open an InPrivate/Incognito window.
- Go directly to https://outlook.live.com and sign in again.
2. If sign-in works in InPrivate
- In your regular browser, clear the cookies/site data for Microsoft and Outlook sites (for example: outlook / live / microsoft), then close all browser windows and try signing in again.
3. Rule out sign-in blockers
- Temporarily disable any VPN/Proxy and ad‑blocking or security extensions (if enabled), then try again.
- Try using a different browser (Edge/Chrome/Firefox) and/or a different network (Wi‑Fi or mobile data/hotspot).
About the “Email account is not valid” message when creating a support ticket:
This message may appear if the request is being submitted through an incorrect support path. Please contact Microsoft Support using the steps below:
- Go to the Microsoft Support page and type live chat in the search box.
- Select Get Help, then choose Contact Support.
- If you can’t sign in to the affected account, sign in using a different Microsoft account.
- Under Products & Services, select Other Products, then choose Billing and Account profile question.
- Select Chat with a support agent via web browser.
- Clearly explain the sign-in behavior and the message you are seeing during the chat.
Please feel free to let me know if you have any further updates, thanks
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