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From Lifehacker on Make Gmail Check Your POP Accounts More Frequently

The solution, then? Your account needs to get more email. Naturally, though, you don't want to flood your Gmail inbox with new email just so you can be sure your POP account is checking at more reasonable intervals. The post suggests setting up some Terminal scripts with Automator to send your POP account emails on a regular basis, then filtering out those emails when they hit Gmail so you never have to deal with them.

If you're not on OS X or you don't love the Automator idea, you could probably offload the frequent emailing duties to some other web service. An active Google Group seems like a good option; you could sign up for the group, set the Google Group to send emails for all new posts, and then just filter the Google Group email out when it hits your Gmail inbox (via the POP inbox).

Since you have not explained how you have configured GMail and Windows Live Mail, I'll list the steps to set this up below.

If you confirm whether this matches what you've done, this might enable others to help?

Access a Gmail Account in Windows Live Mail Using IMAP

• Make sure IMAP access is enabled in Gmail.
• Select Go | Mail from the menu in Windows Live Mail.
• Hold down the Alt key if you cannot see the menu bar.
• Click Add an e-mail account at the bottom of the list.
• Type your Gmail address under E-mail address:.
• Type your Gmail password under Password:.
• Enter your name under Display Name:.
• Make sure Automatically determine my login ID is checked. (You can verify it is working correctly if the local part, i.e. what comes before the @, in your Gmail address appears under Login ID:.)
• Type your Gmail password under Password:.
• Make sure Manually configure server settings for e-mail account. is checked.
• Click Next.
• Make sure IMAP is selected under My incoming mail server is a _ server.
• Enter "imap.gmail.com" under Incoming server:.
• Make sure This server requires a secure connection (SSL) is checked under Incoming - Server Information.
• Type "smtp.gmail.com" under Outgoing server:.
• Make sure This server requires a secure connection (SSL) is also checked under Outgoing Server Information.
• Also check My outgoing server requires authentication.
• Type "465" for Port: under Outgoing Server Information.
• Click Next.
• Now click Finish.
• Click OK.
• Select Tools | Accounts... from the menu.
• Highlight the Gmail account in the list.
• Click Properties.
• Go to the IMAP tab.
• Enter "[Gmail]#Sent Mail" (not including the quotation marks) under Sent Items path:.
• Type "[Gmail]#Drafts" under Drafts path:.
• Type "[Gmail]#Trash" under Deleted Items path:.
• Enter "[Gmail]#Spam" under Junk path:.
• Click OK.
• Click Close.
• Shut down Windows Live Mail.

Source: How to Access a Gmail Account in Windows Live Mail