I'm not a seasoned provider here but I would definitely ask the parents to prepare him for this transition by following your routine for as long as they can before the child starts. CONSISTENT routines are so important to these little ones. Stress to the parents that it's VERY important for the CHILD to be prepared for childcare. They will transition so much happier this way! Ask them to begin trying to let him play independently. Setting rules and boundaries will only benefit him and the parents need to be on board.

Good luck!