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Hotmail not syncing with Outlook on Mac

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I've been trying to receive emails to my Outlook on my Mac, but once it reached 1000 emails, it won't download anymore emails into my inbox. It literally sits with 306 emails to go and doesn't budge. Then says "the server has timed out..." I've tried 3 different Internet connections (my house, my girlfriend's house and work) but I'm still having no luck. Is there some sort of limit that I've reached? Is there anything I can do to fix this? I just want everything working through Outlook to make my life easier :(

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