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Mac not connecting to exchange outside the domain

One of our clients has a SBS2011 server with exchange 2010.

And one of the users has a mac with outlook 2013 installed on it. The user has two issues. When he is inside the domain outlook has a hard time connecting to exchange because he brings the mac home and when he comes back into his office he has to restart the mac for exchange to connect to his outlook. It seems the mac still thinks its on his home network.

And also is there a setting in the mac outlook program to change so they can connect to exchange outside the Domain.
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Don Thomson
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Yes he is using the same subnet at home and the office. and DHCP is on the server not the router.