Scott is an accomplished guy — he’s a Harvard grad and reality tv star. He’s also 34 years old and has never had a boyfriend. Jane and TV writer Gabe Liedman (Broad City, Transparent)  decide to make Scott a playbook for dating, to see if they can help him accomplish this goal. 

Julia wants something serious — a committed relationship, a long-term partner — but she doesn’t know how to say this without freaking guys out. And she doesn’t want to waste her time dating guys who will never want to commit. Jane brings in Jason Mantzoukas (The League, Comedy Bang Bang, How Did This Get Made?) for some hard truths on dating and relationships.

Andrew Ti is back, but this time, instead of taking over someone’s Tinder, he’s the one in the hot seat! Jane and Andrew’s friend Kara Brown (Jezebel, Grown-ish) also joins for the intervention. Then, Marques is recently single in New York, and he’s joined by his friends Brittany Luse and Eric Eddings (from Gimlet Media’s The Nod), who are convinced they can find the right lucky lady out there for ...