I often times have to step in and "help" to get children to leave. I have one child that I go through that with nearly every day. It doesn't get any less awkward either. The good news though, is that mom seems to appreciate the help because, although she plays into it, I know she is also embarrassed by it. Having their coats and shoes on and doing a table activity really does help. We do that a lot. Also, if you can, playing outside at pick up will help, and guiding the child by himself to the front door when mom comes to pick up so there are no distractions because the rest of the kids are still outside with a helper. Good luck!
