It Architect with knowledge in Windows tecnologies (AD, ADFS, IIS, FileSharing, DNS) and Linux web technologies (LAMP servers)
First question to ask: Why move to the cloud? Finantial, Support problems? Maintainance of on premises infrastructure? When you answer these questions, and you find a need for your business to move to the cloud, the transition depends on the size of the business and the aplications you use.