I know Doug Grant in passing---I think he's a great sailor. He's a member of the sailing association but they are not at all sailing competitively, just recreationally, and then only whenever they seem to feel like it. (It's now basically a clannish little party club).
Doug also has a J24 he sails out of the harbor, and he may prefer that because he's got a bunch of kids to take along for the sail.
The sailing association here may have had their glory days, but they are long gone. Most people at our beach prefer recreational sailing (many are just too involved w/other things and have other priorities than competitive sailing regattas. So, from the ultra-competitive viewpoint, very few in Wilmette take cat sailing seriously enough.