So wait, he's single now.... In Chicago.... during the summer? There are worse times and places to be while he's going through this. Go running along the lake and chat up some girls guilt free!

Not advocating for him to be a player, but definitely go out and meet people. Tinder is as much for entertainment as it is finding dates (beware the bitches on the "Tinder Meal Plan", where they go out on dates ~5 nights a week and eat for free....)