Microsoft 365 features that help users manage their subscriptions, account settings, and billing information.
To rule out the IP address as a possible issue, I had the user send test emails from her iPad, iPhone (native mail settings) and I also from her windows laptop via office.com and all of the results are the same. It only seems to happen with Gmail recipients. I also ran a message trace in O365, and the results show delivered for some and pending for others and the user receives a undelivered email notification 24 hours later. There is also a mix of delivered and pending in the trace message window, so not all Gmail recipients are marked as pending.