"Folk Hero & Funny Guy" follows Paul and Jason, childhood friends who have drifted apart as they've reached their 30s. Jason is a good-looking and free spirited singer-songwriter whose career is taking off, while Paul is a struggling stand-up comedian whose once promising trajectory is now in decline. They reunite when Jason passes through town on his most recent tour.

A night of drinking leads Jason to offer Paul the opportunity to serve as the opening act for his upcoming solo tour. What Paul doesn't know is that Jason has booked the tour himself in order to win back an old flame. Paul's woes are the ideal opportunity for Jason to get his number one wingman back on board.