Yes you can migrate from SBS 2003 to Server 2008, BUT it depends on you technical expertise. Depending on what you current environment is, an intermediary setup (temp server) may be required. Are you keeping the same infrastructure or are you planning on doing a ‘new domain’? Also, are you using Exchange on your SBS? If so, how will you implement the Exchange replacement? I would highly recommend you find a company that is certified as a Microsoft Small Business Specialist
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