Intermittently can't send from Apple Mail on my Gmail account

Since buying my new MacBook Pro and migrating from Entourage, Apple Mail is proving very temperamental. I can receive mail OK, but sometimes, at random, outgoing emails just sit in the Outbox. On opening the Activity window, all I can see is Sending Message; 'connecting to server 'smtp.gmail.com' just endlessly scrubbing away. And yet sometimes, mail goes out fine. Never had this problem with Entourage. Any ideas how to rectify this problem?

It is more likely to be due to something related to the ISP at your home venue. Do you have an email account set up that they would provide and sending with the SMTP they provide?
Another thing to check is whether you are always connected to your own router, and not that of a neighbor sometimes? Can you connect your MacBook via cable to see if it works reliably in that mode? The randomness of the behavior is important, I think.
Ernie

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