On July 14, 2016 the State Director of Special Education issued an advisory to help school districts provide students on IEPs with high quality transition services. You can read the entire advisory here. The advisory encourages districts to make transition services "purposeful and sequential" with the goal of being individualized and results oriented.
If you are concerned that your child's IEP and transition services are not preparing him or her to function as independently as possible, contact Massachusetts attorneys Allison Boscarine and Lillian Wong.