Oh wait, I found it: the real title is The 3 Friends... and Jerry TV Show, it was produced in Sweden, but aired from 1999 to 2000 on FOX during the old "FOX Kids" block that aired after school, so I guess it wasn't a "not quite an adult cartoon but no quite a kid cartoon" after all. The "local gang" was "The 3 Friends", and Jerry was the new kid on the block and he wanted to be accepted by the 3 Friends, but they wouldn't, and apparently Jerry's dad was the new P.E. coach as well.