I am in need of desperate help ... my Outlook (2011) is regularly asking for my password and throws up an error message (Yellow triangle)

I have done a bunch of google searches and as best as I can understand it, because I have 2 devices (iPhone, and now iMac) that are trying to look to the mail server at the same time, a problems exists.
My ISP is Time Warner by the way and is a rr (road runner) email address, a POP email as best as I can understand it.
Eventually, the mail does finally "break through" and is delivered but there is a time lag for receiving my mail.  I thought that at first, it could be an "Outlook" issue, but successfully set up the "Mail" icon that comes pre-bundled on my iMac, and the same error message is being hit.
How can I PLEASE get some help ... I am beyond frustrated and KNOW that if I call Apple, they will blame Time Warner and RR and if I call Time Warner RR, they will blame Apple.  Can somebodoy please help me before I lose my mind?
The error message I get is that my account is locked by another session or by maintenance and asks me for my password (which I know to be correct).

In mail, go to Window - Connection Doctor & report what the result is for your outgoing server ( usually the last item in the list of tested items )
is the outgoing server in mail entered exactly as on your pc?, you're using the same isp as before?
most of these type of issues are easily resolved - come back with a little more info + armed with your mail server details that you used on he pc.

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