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Outlook 2016

I want to migrate from exchange 2010 to office365 and have now updated my autodiscover DNS entry.

After removing mail accounts and adding them back in,  phones and other devices switch fine after the DNS change,

however; Outlook 2016 on prem still always points itself to our exchange servers. I've tried removing all profile data in case it had the autodiscover cached somewhere but now i'm wondering if it is an exchange 2010 / domain type setting.
My domain controllers are Server 2008 + 2012 in case that matters.
Can anyone help me out?

Thanks very much.
ExchangeOutlookMicrosoft 365

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8/22/2022 - Mon
Todd Nelson

What method of migration did you perform ... cutover, staged or hybrid?
Loretta Harris

Is it possible there is still in entry to your old Exchange 2010 server in your internal DNS server?
Also I believe we had to create a CNAME record for autodiscover and a CNAME for the msoid host for Office 365.

Hope this helps.

Hi Todd. I am using a Hybrid method as I need to keep a few domains on here (whilst i figure out how to get this right).
So far I've just used the migration wizard in the "Admin" part of office365.  Its has worked okay for devices not on our domain in our office.

Hi Loretta. If i ping (from inside our network) autodiscover.mydomain.com it pings the right place as opposed to our exchange boxes. So the DNS entries are looking to be right. Also, our mobile devices work okay on the same network wirelessly. I am only being requested to set up 3 entries (MX, TXT and CNAME for autodiscover) in the domains section.
Experts Exchange has (a) saved my job multiple times, (b) saved me hours, days, and even weeks of work, and often (c) makes me look like a superhero! This place is MAGIC!
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Todd Nelson

Typically, you should not make changes to the autodiscover (CNAME or A) or MX records until after all of the mailboxes for a specific domain have been migrated to EXO.  The same holds true for the autodiscoverinternalserviceuri setting in Exchange.

I guess I'm curious about the Outlook profile still pointing to on premises statement you made.  After migrating an on premises mailbox to EXO, the Outlook reconfiguration should be seamless.  Does the Outlook profile have on premises mailboxes it is still connecting to?  If it does, then the profile will still point on premises for those specific mailboxes.
Loretta Harris

Agree with Todd's comments.  I also wonder if all the old profile data has been removed.  Have you tried manually entering the settings in the profile rather than letting autodiscover handle it (not ideal, but may be worth a try)?

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