Bobblehead - That depends on the league. Some do and some don't. My son's league last summer didn't do a very good job of that.... I don't know of any of the boys that were able to find jobs outside of my son and a couple of others... and his was working for the commissioner himself with tournaments and things the last couple of weeks there. Made for a very expensive summer and one of the reasons, we've got to do things differently this year especially since his current coach doesn't place.
I think the summer leagues kind be similar to finding the right fit in a college.... they all offer different things as far as competition, assisting with employment, housing, travel, etc. Many players don't have the option as they play where their coach places them though.