office_manager's profile

63 Messages

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1.1K Points

Tuesday, November 25th, 2025

Homestead email won't open in Outlook; won't recognize password

This afternoon, Outlook stopped recognizing my Homestead password and keeps asking me to enter it. Is anyone else having this issue, or has had it and knows how to fix it.  I can log into my email fine through Roundcube.

Update:  Today we started being able to receive emails again but still cannot send emails.  Outlook constantly pops up a window asking for the username and password for our smpt.homestead.com server.  It seems like it is a setting issue but we have not changed any of our settings and I can not find recommended setting guidelines anywhere on the homestead website to even check them against.

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8 Messages

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212 Points

18 days ago

same issue

8 Messages

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212 Points

18 days ago

same issue

6 Messages

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138 Points

16 days ago

Me too!

8 Messages

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212 Points

13 days ago

I went into Outlook account settings and told it to repair my account and that fixed it.

8 Messages

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212 Points

13 days ago

I went into Outlook account settings and told it to repair my account and it fixed the problem

12 Messages

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282 Points

13 days ago

didn't work for me

63 Messages

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1.1K Points

Didn't work for me either.

63 Messages

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1.1K Points

9 days ago

Thank you to @stephen4624 for the solution!  I followed the information he posted on this link and it fixed it.  I also updated my email settings as they were out of date.

"So, for any users looking for help on rejected messages.  I finally got tired of waiting and just reached out to phone support, who I was able to reach immediately.  The rep looked at my account and apparently, he said that the system was rejecting my password because its age. He had me change my password and voila! it worked. Unfortunately, the system doesn't seem to be notifying users that their password needs to be reset. Hopefully, this will work for many of the other users experiencing issues.

To reset your password, go into your homestead account and click the "Email" tab on the left. Once there, select the domain (if applicable) and then select the email address that needs the password changed. Next, select "Edit Mailbox" and the option to change your password will be at the top. Next click "Save" and then all you need to do is update the password on your service. Good luck!

He also sent me the current homestead email settings to use, just in case.  I have included them below."  (see link below)

https://community.homestead.com/conversations/email-support/where-is-homestead-support/692dec1536644f60daeceabb?commentId=692f6871057ba04b623b49c3

(edited)

12 Messages

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282 Points

Thank you!!!!!!!  It worked!!!!!!