well, besides his records/comics/coffee shop and playing music, jack is also a big fan of the outdoors. he grew up out in montana, was raised on a working ranch, so he's always been very attached to nature, so out in the bay area, he loves going to the beach, hiking, and camping. so i think even with their difference in age, all of their shared interests would definitely work in their favor. they could have always met and bonded on a hiking trail, at his shop, even at a live show or something?