Okay, so I did the, well for lack of a better way of phrasing it, the broomstick fix.... Or wrench fix. In my case I used the handle of an old Snap On ratchet as it was nice and round with a smooth bottom. The legs no longer want to fall out, but it is still wobbly.
I am thinking the aluminum can strip shims is probably the best bet for snugging the fit up enough to get rid of that slop.
It should be noted the Webers that are on display at Home Depot etc... almost to the last one have the legs / sockets drilled and screwed tight to get rid of any slop.
I know folks fussed at me RE: the Jumbo Joe Premium and the fact the legs attach differently. To be honest. The JJP is far more secure than the classic kettle. This really does seem to be an area Weber can do a better job in...