i’m going to make him a pediatrician. think a goofier version of matthew mcconaughey from the wedding planner. what if they have some weird friendship where they met because he wins more often than not the radio giveaways and has to come in to claim his prize (i.e hockey, basketball, wine tasting tickets). he gets a thrill out of being the 9th caller and curses when his luck isn’t there that day. who knows, maybe he’s even asked her to be his plus one to said winnings because why not. he’ll have been in boston since his residency, so…a long time.