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Dear @eric Hawley,
Welcome to Microsoft Q&A Forum!
Thank you for reporting this issue. I’d like to give you some insights and outline a few options you can try:
When you add your email account in recent versions of Outlook, Outlook uses a process called Autodiscover to locate the correct Exchange service. Modern Outlook versions prioritize Microsoft 365 (Exchange Online) first. If the domain or hosting provider responds in a way that suggests Microsoft 365, Outlook redirects the setup flow to Office.com instead of completing the connection to a legacy or hosted Exchange server. This behavior is expected, not a local Outlook or PC issue.
This may commonly see with third‑party hosted Exchange providers (including Network Solutions), especially as services are migrated, retired, or partially integrated with Microsoft 365.
Therefore, I have tried my best to find anything that can help you, here are things you can try (short‑term workarounds):
1.Force Outlook to skip the Microsoft 365 check during Autodiscover. This article explains why the redirect happens and provides a registry‑based workaround:
https://erkmenhost.com/article/why-is-outlook-redirecting-to-microsoft-365
2.Review Microsoft’s official guidance on controlling or suppressing Autodiscover redirection behavior in Outlook (please kindly see all the notes in the article): Suppress AutoDiscover redirect warning in Outlook
Please note: Microsoft documents these registry changes as temporary workarounds. They may stop working after Outlook updates and are not recommended as a long‑term solution.
Besides that, I found some helpful articles that you can consult as well:
- Important long‑term consideration: Microsoft has announced the end of support for Exchange Server 2016 and Exchange Server 2019 on October 14, 2025. As a result, Outlook and Exchange are increasingly optimized for Exchange Online (Microsoft 365), and similar connectivity issues may become more common with older or hosted Exchange platforms. Microsoft’s announcement is here: End of Support for Exchange Server 2016 and Exchange Server 2019: T-12 Months
- Hosted Exchange platform update FAQs
- https://www.networksolutions.com/help/article/hosted-exchange-product-and-service-changes (the link is blocked in my side due to organization's restrictions, please kindly check if you can see it on your side)
Note: This information is provided as a convenience to you. These sites are not controlled by Microsoft, and Microsoft cannot make any representations regarding the quality, safety, or suitability of any software or information found there. Please ensure that you fully understand the risks before using any suggestions from the above links.
I hope this information can give you some insights and please let me know how things go on your side as your update can also assist others in the community who may be facing the same issue.
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