I've been searching around and haven't seen anything like this. Having a bit of an issue with my website, not sure if it is my computer or server..
I have an IMAP account that I sync with my phone and Outlook 2010. The problem is, when I send an email through my Outlook and it's addressed to someone outside of my account, then it doesn't go through. If I send an email to anyone through my phone (same account) it goes through. I went to the server through webmail and I see all the things I sent through Outlook in my sent folder, but they didn't go through.
I'm leaning towards thinking its an Outlook issue, does anyone have any idea or have seen this before?
Sounds like an authentication failure with Outlook, which is a staggeringly common problem that Microsoft seem unable to remedy. Try pulling up your account info in Outlook, re-entering your SMTP password, and see if things work then.
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