outlook email on phone gets stuck in outbox and never sends I have a user that their phone outlook email gets stuck in outbox and never sends.  Not all the time, but once it gets stuck in will not send out.

Any Ideas on what might be causing this to happen to the user.
I've had this happen twice, a year apart, and I forget in between times!
Look at your oldest email in Outbox limbo. It may have a huge attachment (photo, etc) or some other issue with it. delete it. the rest should all get sent immediately.

You will then get a bunch of WTF emails from friends about your "see you in 5" emails from a month ago, so you may want to delete those before the oldest email.

Hope this helps!