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Office 365 using two emails- one doesn't send.

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Greetings TB'ers. First time poster, pretty technical back ground. This problem is giving me fits. I purchased MS 365 email accounts through godaddy, and I like to use TB for all my emails which have yahoo, etc. They all work fine.

Now one of my MS365 emails sends and receives fine. The other will not send, but receives fine. When using MS's web client, it works fine. When using my ipad, it works fine. The issue seems to be some sort of TB setting. After trying for weeks to fix it myself, I finally gave up and called godaddy email support. We went through the exchange settings, server settings, and everything is set correctly. The working email has the identical settings as the non sending email (expect for the different email name of course). It is a mystery why one would work and not the other. The issue seems to be in the outgoing SMTP settings. I am using IMAP settings for both email addresses.

I have no clue how to get this going. I assume separate outgoing settings for each email is appropriate. Right? If not, then what email to I use?

Next Sec. Connection: Normal or Oauth2? The working email uses Normal.

When I make sever changes, do I need to restart TB? Or does it take affect immediately?

Any help would be very much appreciated.

Greetings TB'ers. First time poster, pretty technical back ground. This problem is giving me fits. I purchased MS 365 email accounts through godaddy, and I like to use TB for all my emails which have yahoo, etc. They all work fine. Now one of my MS365 emails sends and receives fine. The other will not send, but receives fine. When using MS's web client, it works fine. When using my ipad, it works fine. The issue seems to be some sort of TB setting. After trying for weeks to fix it myself, I finally gave up and called godaddy email support. We went through the exchange settings, server settings, and everything is set correctly. The working email has the identical settings as the non sending email (expect for the different email name of course). It is a mystery why one would work and not the other. The issue seems to be in the outgoing SMTP settings. I am using IMAP settings for both email addresses. I have no clue how to get this going. I assume separate outgoing settings for each email is appropriate. Right? If not, then what email to I use? Next Sec. Connection: Normal or Oauth2? The working email uses Normal. When I make sever changes, do I need to restart TB? Or does it take affect immediately? Any help would be very much appreciated.

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Is the non-sending account trying to send on the other account's smtp? Select the problem account in the left pane of Account Settings, then look at Outgoing Server (SMTP) in the right pane. Click Edit SMTP server to view the User Name; it should be the same as for the problem account, not the User Name for the other account. If there's a mismatch, click the drop-down to select the correct smtp. If it's not defined, add it to the smtp list in Account Settings.

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Thank you Sfhowes:

Each outgoing setting for each email is distinct. Everything is the same setting except the email address (UN). They are both in the list of outgoing servers.

Thanks for the help. I really appreciate it.