Jira Cloud emails to Office 365 hosted domain

Question

We have a client who recently moved their email to an Office 365 hosted domain. Up until the time they made the move, they had zero issues getting emails from our Jira instance.

Since making the move, they haven't received a single message. Don't see anything in spam/junk. Tried the send mail option in Jira to trigger a test message...Jira says the send is successful, no indication of bouncing.

Any known issues sending to Office 365 addresses?

Thanks,

Tim

Tim Spencer · Answer

Whitelist option didn't work. Jira Cloud sends the message (and thinks it's doing so error free) but the destination server never sees the message

Matt Doar_tzgiej · Answer

I've seen problems with scripts trying to connect to o365 once a minute, Sometimes you get a ServerBusy, retry in 5 mins with exponential back off. So make sure your mail handler is not running that often

Gregory Van Den Ham_2hc9n5 · Answer

I like the connector option, going into mailflow and specifying from email server to o365 and spec'ing the IP address.

Alternatively, if you're still hybrid and have a 2016-19 exchange server onprem, push mail through the hybrid connector.