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10 Episodes 2018 - 2018
Episode 1
Fri, Jan 19, 2018 30 mins
In the Season 2 premiere, The Guy has a busier-than-usual day as New Yorkers react to some world-changing news. Meanwhile, the morning after a hookup, carefree hotel guests spend an indulgent day unaware of what's going on outside their door; and with the world around him in disarray, a client's roommate struggles to maintain his commitment to losing weight.
Episode 2
Fri, Jan 26, 2018 30 mins
A couple visit their daughter in Bushwick and embrace the urban surroundings while dealing with a less-than-ideal rental that comes with an unwelcome roommate. Elsewhere, The Guy delivers to a politically minded meeting, where things get dramatic fast.
Episode 3
Fri, Feb 2, 2018 30 mins
An industrious Brooklyn realtor endeavors to hustle her way to a new home. After winning an affordable-housing lottery, Candace and John face culture shock and notice a class divide when they move into their new apartment. The Guy considers his living situation.
Episode 4
Fri, Feb 9, 2018 30 mins
An ex-Hasidic man explores the world outside his sect as he connects with a writer who may have ulterior motives. A nightclub performer's night out takes an unexpected turn. The Guy bonds with a driver when he finds himself in need of a lift.
Episode 5
Fri, Feb 16, 2018 30 mins
The Guy tries to de-stress when he ends up in an uncomfortable situation. A freelance brand strategist struggling with her latest assignment embarks on a desperate search for a weed fix.
Episode 6
Fri, Feb 23, 2018 30 mins
Abdullah, a potential partner, takes over The Guy's weed route while he attempts to take time off.
Episode 7
Fri, Mar 2, 2018 30 mins
Emily, an artistic teen, has her birthday spotlight stolen by her bohemian mother, her uninhibited friends and a delivery from the Guy; only her mother's European friend gives Emily the attention she craves.
Episode 8
Fri, Mar 9, 2018 30 mins
When a high-strung mother finds herself more involved in her college-aged daughter's life than her own, her husband turns to The Guy to get a prescription for her stress, not to mention their underwhelming sex life. After a routine delivery, The Guy's good deed helping out an elderly man turns into more than he bargained for.
Episode 9
Fri, Mar 16, 2018 30 mins
Deciding to embrace a life without the distractions of the Internet, a computer programmer tries out a tech-free night per The Guy's advice. After a controversial tweet draws attention, a comedian becomes inundated by Internet trolls. While attempting to match a world record, a fearless dancer struggles as the hours drag on and her dance partners fall by the wayside.
Episode 10
Fri, Mar 23, 2018 30 mins
Season finale. On the day of the eclipse, two couples head to the park and make new friends in the process. The Guy says some goodbyes and attempts to make a few life changes.