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Long story short, I just can't send emails. I've tried with two different accounts and in both my PB says that there's been an error and should try again. I do it and my PB displays both messages (original and retry) as sent every time. It isn't true because I've sent to different accounts including mine and none reports having actually received anything :/
Any advice?
Check that your wifi is on. Not trying to be funny, it's happened to others before :)
I had the same issue with my Gmail account and a pop3 account that I had. The issue only occurred when I lost WiFi access for a significant amount of time. I deleted the accounts. And added them back on, and the issue would go away for a while.
I ended up doing a complete wipe of my PB, and not restoring from the backup. It sucks, but I have not had an issue since. Gmail even syncs my information a lot quicker and the issue has not returned in over a month.