"I can speak for myself when I say that data migration security is a big deal. I know managers who lose sleep over it. My approach is to make sure every aspect of a cloud security initiative is secure at all levels. This includes data governance policies, encryption, and decryption security, systems framework, whether or not you are working with legacy systems and if this is part of the migration plan. Another important aspect is assessing staff and migration tools. If you don't have the staff to pull this off, take a step back and look at possibly bringing in a contractor to help. Make sure you do a testing of the final system, and be sure to do a thorough follow up and maintenance of your data migration plan to make sure you're on track with your timeline to migrate."