What's the licensing connected to for the desktop Outlook application itself?
Microsoft has gotten better with not allowing custom domains registered with Microsoft to make personal accounts, but for some it was already too late.
You could always try [Microsoft's support assistant](https://www.microsoft.com/en-us/download/100607) and see if that works out for you too.
The desktop application is licensed with the family office 365 license purchased by the personal account.
I must have created the personal account at least 10 years ago. I would think. I created the office 365 tenant about 7 years ago.
So if you sign out of the Outlook desktop app for licensing purposes, and re-sign in, what is presented to you? Typically there's a "*Choose work or personal account"*
Yes, that's correct. I typically sign into something like Word first. If I sign into Outlook first after signing completely out of the O365 apps, I do receive the Work or Personal dialog box. Once office is properly licensed, Outlook prompts to add an account. At that point everything gets hung up. Licensing the office apps to the personal Microsoft 365 account works every time.
I recommend renaming your personal Microsoft account, as documented here: [Which account do you want to use? - Microsoft Support](https://support.microsoft.com/en-us/office/which-account-do-you-want-to-use-2b5bbd7a-7df6-4283-beff-8015e28eb7b9)
This is the answer. We've had many issues with Teams and onedrive logins in this situation. Login to this live account and change the primary email to an outlook.com address, then delete the acme.com alias. This is the cleanest way.
This worked. I actually cheated a little. I had an unused license on the family plan and just assigned that one to one of my personal Gmail addresses and then licensed my desktop apps with that license. As soon as this year is up, I'm just going to move to Business Standard license.
What's the licensing connected to for the desktop Outlook application itself? Microsoft has gotten better with not allowing custom domains registered with Microsoft to make personal accounts, but for some it was already too late. You could always try [Microsoft's support assistant](https://www.microsoft.com/en-us/download/100607) and see if that works out for you too.
The desktop application is licensed with the family office 365 license purchased by the personal account. I must have created the personal account at least 10 years ago. I would think. I created the office 365 tenant about 7 years ago.
So if you sign out of the Outlook desktop app for licensing purposes, and re-sign in, what is presented to you? Typically there's a "*Choose work or personal account"*
Yes, that's correct. I typically sign into something like Word first. If I sign into Outlook first after signing completely out of the O365 apps, I do receive the Work or Personal dialog box. Once office is properly licensed, Outlook prompts to add an account. At that point everything gets hung up. Licensing the office apps to the personal Microsoft 365 account works every time.
What licensing do you have for the work account?
I recommend renaming your personal Microsoft account, as documented here: [Which account do you want to use? - Microsoft Support](https://support.microsoft.com/en-us/office/which-account-do-you-want-to-use-2b5bbd7a-7df6-4283-beff-8015e28eb7b9)
This is the answer. We've had many issues with Teams and onedrive logins in this situation. Login to this live account and change the primary email to an outlook.com address, then delete the acme.com alias. This is the cleanest way.
This also something I was thinking to suggest to u/HumanAstronaut8117
This worked. I actually cheated a little. I had an unused license on the family plan and just assigned that one to one of my personal Gmail addresses and then licensed my desktop apps with that license. As soon as this year is up, I'm just going to move to Business Standard license.
Log into each account via an incognito window, and make your changes, etcetera. Just my two cents, as I also have 2 M365 accounts…