I am a subscriber to Office 365 for Mac and recently created an outlook account to use via my system's version of Outlook. Periodically, (twice now in 24 hours) however, the Outlook 365 system prevents me from sending any email - I get the message "5.3.4 Requested action not taken; To continue sending messages, please sign in to your account."

The amazingly frustrating part is that I DO SIGN INTO MY ONLINE WEBMAIL ACCOUNT to verify who I am - and I still have problems with this. It isn't until I try to actually send an email via the outlook webmail that I can re-access my computer version of Outlook - I have to go through this stupid verification process. And, frankly, this completely defeats the purpose of PAYING to have Outlook available on my computer for use, since MSN randomly decides that even though I am paying for their software, they're not going to let me use it!!! (Wouldn't it be nice if I could randomly decide to not pay Microsoft whenever their software crashes or prevents me from doing work!!!)

I would greatly appreciate it if someone could help me find a way to correct his problem as it is extremely annoying, time-consuming, and frankly in my mind, unethical, since I am paying for the use of Outlook 365!

Thank you.