- Season 4
- Season 3
- Season 2
- Season 1
When a snowstorm hits on Christmas Eve, Pam-Anne joins her sister Destiny and a motley crew of flight attendants at their usual crash pad in Queens. Delayed on his way home to spend the holidays with his family, The Guy celebrates Hanukah in New York.
When Rocky hears a sneeze through his apartment wall, he falls down a shame spiral, reliving embarrassing moments. An attention-seeking A.J. fails to make plans for Halloween—until an emergency text from an ex-friend, Francis, evolves into an unexpected night with Francis' assistant, Cheyenne.
The Guy delivers to ASL interpreter Jordan, who lands in an uncomfortable situation on a job at a high-profile photo shoot. After Victor notices that his partner, Ellen, has a new habit, a secret blows up amid already simmering tensions in their relationship.
Two former friends share an awkward ride, and The Guy has an interesting ride-share experience of his own. Meanwhile, when a patient asks her out on a date, dental hygienist, mother and caretaker Nora wonders if she can put her needs first for once.
Shy sneaker head Alvin spends most of his time to himself, but gets a new challenge when he spends the day with his cousin. The Guy attends a dinner party hosted by an old friend, Jackson, and as the night progresses, realizes he might be out of his element.
Two sisters clean out their childhood home after the untimely death of their mother. The Guy delivers to a bickering couple renegotiating their relationship. And a new mother hosts her teenage cousin from out of town.
When The Guy and his eclectic jury duty group head to a karaoke bar to mark the end of their civic service, Keesha and Roman, the youngest members of the crew, run into trouble. While exploring a side hustle with her friend Violet, Freddie encounters someone from her past.
The Guy, with new friend "Fomo" in tow, delivers to Matthew, a man looking for a connection who hires a new-to-the-business escort for the night. After bonding on set with a familiar face, intimacy coordinator Kym learns a surprising fact about her new love interest that threatens to derail their romance just as it's beginning.
The Guy finds a lost canine. A new reporter at This American Life, Yara pitches a story about her parents' marriage and inadvertently strains her own relationship when her boyfriend Owen visits for their anniversary weekend. A singing telegram in a bad mood looks for some relief while crisscrossing the city on a crazed workday.
Leonard, an acting teacher, contemplates moving back to New York. The Guy connects with old high-school friends Sarah and Brian, who are visiting the city under difficult circumstances.
A couple adjusts to life with a special delivery; The Guy hangs with a young nanny.
Oscar, a recent arrival from Puerto Rico, starts a construction job and develops a crush on a bodega worker. Sophia steps up when her family's annual fireworks display hits a snag. The Guy and Lee attend a "Holidazzle" boat party, where they run into a familiar face.
A fashionable older woman agrees to model in an ad campaign while a veterinarian suffering from depression experiments with microdosing mushrooms.
The introduction of money to a couple's sex life leads them down a delightful yet risky path; with her husband out of town, Karen Farad uses her fellow teachers and a visit from the Guy to escape her daily routine.
The Guy delivers to a film set, where cast and crew are struggling to make it through a day of reshoots. Lee returns to New York City, but has a hard time putting the past behind her.
An eager young man tries to help his mom at work while Arthur, a nudist, gets a new roommate.
After his bike is stolen, regular customer Marty consults The Guy, whose suggestion sends him down a surprising path. Bored with her mundane life, Darby finds ways to unnerve and bewilder strangers.
While spending time away from the city in his RV, The Guy gets upsetting news, but makes an intriguing new connection. Cori, meanwhile, tries to adjust to a new reality without her friend.
On the day of an 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.
A computer programmer tries out a tech-free night per the Guy's advice; a comic's controversial tweet draws the attention of Internet trolls; a fearless dancer attempting to match a world record struggles as her dance partners fall by the wayside.
A man turns to the Guy to get a prescription for his high-strung wife, not to mention something for their underwhelming sex life; the Guy gets more than he bargained for when tries to help out an elderly man.
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.
Abdullah, a potential partner, takes over the Guy's weed route while he attempts to take time off.
The Guy tries to de-stress when he ends up in an uncomfortable situation. A freelance brand strategist (Kate Lyn Sheil) struggling with her latest assignment embarks on a desperate search for a weed fix.
An ex-Hasidic man (Luzer Twersky) explores the world outside his sect as he connects with a writer who may have ulterior motives. A nightclub performer's (Darrell Thorne) night out takes an unexpected turn. The Guy bonds with a driver (Abdullah Saeed) when he finds himself in need of a lift.
An industrious Brooklyn realtor (Danielle Brooks) 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.
A couple (Marcia DeBonis, Ray Anthony Thomas) visiting their daughter (Amanda Debraux) in Bushwick embraces the urban surroundings while dealing with a less-than-ideal rental that comes with an unwelcome roommate. The Guy delivers to Brenna and Molly's all-female, politically-minded meetup, where things get dramatic fast.
The Guy has a busier-than-usual day as New Yorkers react to world-changing news. The morning after a hookup, carefree hotel guests spend an indulgent day, unaware of what's going on outside their door. With the world around him in disarray, a client's roommate (Joshua Schubart) struggles to maintain his commitment to losing weight.
The Guy pays a visit to a longtime customer and agoraphobic, Patrick; the Guy seeks solace from a customer after a rough night.
An aspiring writer convinces the Guy to sit down for a one-on-one interview; a former customer enlists the Guy's help when she is confronted by her past.
Aging parents navigate their son's recent success and new lifestyle; the Guy delivers to a retired man who lives downstairs from his neurotic daughter and her family.
Culture shock takes its toll on Chase and his sensitive dog Gatsby after moving from the Midwest to Queens.
A young girl, who lives with her aunt and uncle in Brooklyn, struggles to be a normal college student; the Guy delivers to a jaded couple who are throwing an intimate birthday gathering.
The Guy makes an uncomfortable delivery to a macho client and his taciturn friend. Meanwhile, best friends Max and Lainey's co-dependent relationship begins to wane after Max finds a new group of people to hang out with. Max maintains a charade for both his new friends and his former best friend as he attempts to forge an independent path for himself.
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