MY settings that fixed this problem that started 2026-01-28.

I changed my Homestead and email password first.

pop.homestead.com SSL Port 995  incoming.

smtp.homestead.com SSL Yes to Server requires authentication (use same settings and my incoming mail server)

All good again.

My Outlook version  2021

@ralph3205​ They claimed to me that Outlook changed their mapping requirement.  I think it's more likely that Homestead did since it doesn't seem to be limited to Outlook users. 

They need to communicate when they make massive changes like this.  I was incapacitated from sending work emails all day and now many of my saved folders and emails are lost.  I may have to look for another email provider.  This happens too often.

MY settings that fixed this problem that started 2026-01-28.

I changed my Homestead and email password first.

pop.homestead.com SSL Port 995  incoming.

smtp.homestead.com SSL Yes to Server requires authentication (use same settings and my incoming mail server)

All good again.

My Outlook version  2021

MY settings that fixed this problem that started 2026-01-28.

I changed my Homestead and email password first.

pop.homestead.com SSL Port 995  incoming.

smtp.homestead.com SSL Yes to Server requires authentication (use same settings and my incoming mail server)

All good again.

My Outlook version  2021

MY settings that fixed this problem that started 2026-01-28.

I changed my Homestead and email password first.

pop.homestead.com SSL Port 995  incoming.

smtp.homestead.com SSL Yes to Server requires authentication (use same settings and my incoming mail server)

All good again.

My Outlook version  2021

MY settings that fixed this problem that started 2026-01-28.

I changed my Homestead and email password first.

pop.homestead.com SSL Port 995  incoming.

smtp.homestead.com SSL Yes to Server requires authentication (use same settings and my incoming mail server)

All good again.

My Outlook version  2021

MY settings that fixed this problem that started 2026-01-28.

I changed my Homestead and email password first.

pop.homestead.com SSL Port 995  incoming.

smtp.homestead.com SSL Yes to Server requires authentication (use same settings and my incoming mail server)

All good again.

My Outlook version  2021

Change password and account settings in outlook.

MY settings that fixed this problem that started 2026-01-28.

I changed my Homestead and email password first.

pop.homestead.com SSL Port 995  incoming.

smtp.homestead.com SSL Yes to Server requires authentication (use same settings and my incoming mail server)

All good again.

My Outlook version  2021

MY settings that fixed this problem that started 2026-01-28.

I changed my Homestead and email password first.

pop.homestead.com SSL Port 995  incoming.

smtp.homestead.com SSL Yes to Server requires authentication (use same settings and my incoming mail server)

All good again.

My Outlook version  2021

Thank you, Stephanie, for staying with it and sharing what you found.

Unfortunately for me, the rep I spoke with told me to REMOVE my Outlook email and start all over.  I did that, she then walked me through the steps you noted above and now my system works, HOWEVER, I lost ALL my info in the Outlook file she told me to remove.   BIG MISTAKE!!!

I'm in a TOTAL mess over here but do appreciate you sharing what you found out yesterday.

P.S. Did ANYONE from Homestead ever post this simple fix they shared with you over the phone?  I haven't checked this morning but as of late yesterday afternoon I had seen nothing from them.

Oh, no.

I would Google, "How to recover a deleted Outlook data file"

Hopefully you can get everything back.

@stephanie6327​ I did this also, didn't remove Outlook, but changed the settings in Outlook, and unfortunately, I LOST many emails and email folders that I had setup in my Outlook.  

The Homestead team is supposed to be helping with this today but I'm not confident.  I think that if you have any email folders that are not synched with the Homestead server, they will be lost. 

Back up your emails before you change the server settings and make sure that you have the emails and folders synched with the Homestead server!

@stephanie6327​

MY settings that fixed this problem that started 2026-01-28.

I changed my Homestead and email password first.

pop.homestead.com SSL Port 995  incoming.

smtp.homestead.com SSL Yes to Server requires authentication (use same settings and my incoming mail server)

All good again.

My Outlook version  2021

We need an option to allow encryption.  What are the settings to have encryption ON?

MY settings that fixed this problem that started 2026-01-28.

I changed my Homestead and email password first.

pop.homestead.com SSL Port 995  incoming.

smtp.homestead.com SSL Yes to Server requires authentication (use same settings and my incoming mail server)

All good again.

My Outlook version  2021

I also have Outlook 2019.  Still seeing issues.

Is anyone from Homestead trying to look into resolving the issue under Outlook 2019?