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90 Day: The Single Life

  • 2021-2026
  • 5 seasons
  • Discovery+
  • Reality
  • TV-MA

Six 90 Day singles are dusting off their dating apps and diving back into the world of romance!

Season 4 Episode Guide

16 Episodes 2024

Episode 1

Chantel Gets Her Groove Back

Mon, Jan 1, 2024 86 mins

Newly divorced Chantel gets her groove back in Greece with friends. Natalie welcomes a special someone at the airport and makes big moves in her life. Tyray is working on himself and has a new crush. Debbie is ready to get back out there after Oussama.

90 Day: The Single Life Season 4 Chantel Gets Her Groove Back

Episode 2

Tyray's First Date

Mon, Jan 8, 2024 42 mins

Chantel goes to an olive oil farm that leads her to a potential love interest. Natalie reunites with Josh to look at apartments. Veronica is Tim's wingwoman at a local singles event. Tyray goes on his first date ever.

90 Day: The Single Life Season 4 Tyray's First Date

Episode 3

Debbie Tells a Lie

Mon, Jan 15, 2024 42 mins

Chantel and her friends take a road trip to chase love. Debbie's attempt at dating again starts off with a lie. Natalie's mom finally meets Josh. John makes moves toward a serious relationship. Tim takes Luisa out on a first date.

90 Day: The Single Life Season 4 Debbie Tells a Lie
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Episode 4

Tim Stirs the Pot

Mon, Jan 22, 2024 42 mins

Veronica welcomes Jamal to North Carolina, but not everyone is happy to see him. John visits Meghan, but she wants more than that. Chantel goes on a Grecian dream date. Debbie's found a new man.

90 Day: The Single Life Season 4 Tim Stirs the Pot

Episode 5

Natalie's Big Break

Mon, Jan 29, 2024 42 mins

Chantel is ready to take the next step with Giannis. Veronica's boyfriend fights with Tim. Natalie hosts a dinner party in her new apartment and auditions for a role over dinner. Tyray goes on a boys trip to New Orleans.

90 Day: The Single Life Season 4 Natalie's Big Break

Episode 6

Veronica Double Dates

Mon, Feb 5, 2024 42 mins

Debbie flies to Miami to meet her new beau. Natalie and her mom reach out to her ex-husband, Mike. Veronica and Jamal go on a double date with Tim and Louisa. John meets Meghan's daughter.

90 Day: The Single Life Season 4 Veronica Double Dates

Episode 7

John Tells the Truth

Mon, Feb 12, 2024 42 mins

Meghan meets John's family and questions their different lifestyles. Natalie's mom pressures her to make decisions about having children. Tyray goes on his first date and struggles to make the first move. Luisa finally gets a kiss from Tim. Debbie and Ruben speed things up.

90 Day: The Single Life Season 4 John Tells the Truth

Episode 8

Chantel Gets a Taste

Mon, Feb 19, 2024 42 mins

Natalie and Josh's relationship comes to a head. Chantel meets up with Giannis at a Snail Festival and feels ignored. Veronica and Jamal fight on his last night in town. Meghan gives John an ultimatum. Debbie meets Ruben's father.

90 Day: The Single Life Season 4 Chantel Gets a Taste

Episode 9

Tyray Shoots His Shot

Mon, Feb 26, 2024 42 mins

Tyray meets another potential love match in New Orleans. John feels unsure about his future with Meghan. Natalie goes to a fertility clinic. Debbie's son, Julian, meets Ruben for the first time.

90 Day: The Single Life Season 4 Tyray Shoots His Shot

Episode 10

Veronica Says Goodbye

Mon, Mar 4, 2024 42 mins

John follows his heart to Texas, but Meghan pushes for more. Natalie's mom invites Michael to visit. During their final night, Ruben tells Debbie he has concerns about her past. Chantel waivers on giving Giannis another chance before she leaves. Veronica says goodbye to Jamal.

90 Day: The Single Life Season 4 Veronica Says Goodbye

Episode 11

Natalie Asks a Question

Mon, Mar 11, 2024 42 mins

Natalie asks Mike a question about their potential future. Giannis invites Chantel on a mystery date before she leaves Greece. Debbie lashes out at Julian for meddling in her love life and says goodbye to Ruben.

Episode 12

Tell All Part 1

Mon, Mar 18, 2024 46 mins

Join the singles in NYC to recap their most notable wins, losses and missteps this season. Jamal and Luisa join forces against Veronica and Tim. Sarper gives Tyray sex advice. Debbie goes after Chantel for the way she dresses while Karen waits backstage to come to Chantel's defense.

90 Day: The Single Life Season 4 Tell All Part 1

Episode 13

Tell All Part 2

Mon, Mar 25, 2024 46 mins

Tonight on Part 2 of the Tell All, Chantel gets heat from Miss Debbie about the way she dressed during her trip to Greece, and Karen, Chantel's mom, comes to her defense. Later, Natalie's ex, Josh, is grilled on stage about his "sugar daddy vibes" and fear of commitment.

Episode 14

Tell All Part 3

Mon, Apr 1, 2024 47 mins

Tyray's new love interest joins the Tell All and learns that Tyray has never been kissed. Natalie grills Josh about their future. Shaun asks the cast viewer questions, and John surprises Meghan on stage.

Episode 15

Tell All Part 4

Mon, Apr 8, 2024 47 mins

The Tell All continues as shocking new discoveries are made. Debbie interrogates Ruben about her concerns. Luisa lays into Tim, and Chantel spills some tea on Luisa and Jamal.

90 Day: The Single Life Season 4 Tell All Part 4

Episode 16

Tell All Part 5

Mon, Apr 15, 2024 46 mins

In the final hour of the explosive Tell All, Natalie's ex, Mike, joins the stage and has a shocking update that flips Natalie's world. Then, after insulting each other's character on stage, a blowout fight erupts between the Debbies.

90 Day: The Single Life Season 4 Tell All Part 5
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