Yeah, I agree he's far from a doofus. Sounds like he's always had a little "let's just see where the road takes me" attitude, so I salute him in his endeavors. This is certainly a "let's see if I can turn this into a job" thing, but more power to him if he hated his job and wants to just be happy. Not a surprise he replaced the seat, pedals and tires though. I have no experience with the Citibike program, but here in the twin cities we have
Nice Ride, which has comparably heavy but functional bikes.
His instagram acct
He got punched in the face in Oklahoma by some bike hating driver.
This Guy Rode A Citi Bike 2,700 Miles From New York To California: LAist
NYC Man Riding Citi Bike Cross Country - velojoy
New Yorker on Extreme Citi Bike Ride Reaches California | NBC New York