• Premiered: Oct 2016
  • Episodes: 44
  • Followers: 612
  • Ended
  • HBO
  • Sunday at 22
  • Comedy Drama Romance

Seasons:

Extras
0x38
Insecure: In the Room
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Air date
Oct 09, 2016
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0x39
5 Strategies for Dealing with Clueless Coworkers
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Oct 16, 2016
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0x40
5 Unlikely Sources of Inspo
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Nov 20, 2016
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0x41
5 Break-Up Survival Tips
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Nov 27, 2016
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0x1
Wine Down: Hella Great
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Jul 23, 2017
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0x2
Wine Down: Hella Questions
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Jul 30, 2017
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0x3
Wine Down: Hella Open
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Aug 06, 2017
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0x4
Wine Down: Hella LA
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Aug 13, 2017
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0x5
Wine Down: Hella Shook
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Aug 20, 2017
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0x6
Wine Down: Hella Blows
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Aug 27, 2017
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0x7
Wine Down: Hella Disrespectful
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Sep 03, 2017
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0x8
Wine Down: Hella Perspective
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Sep 10, 2017
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0x9
Wine Down: Better-Like
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Aug 12, 2018
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0x10
Wine Down: Familiar-Like
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Aug 19, 2018
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0x11
Wine Down: Backwards-Like
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Aug 26, 2018
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0x12
Wine Down: Fresh-Like
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Sep 02, 2018
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0x13
Wine Down: High-Like
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Sep 09, 2018
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0x14
Wine Down: Ready-Like
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Sep 16, 2018
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0x15
Wine Down: Obsessed-Like
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Sep 23, 2018
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0x16
Wine Down: Ghost-Like
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Sep 30, 2018
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0x17
Wine Down: Lowkey Feelin' Myself
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Apr 12, 2020
Creator and star Issa Rae and showrunner Prentice Penny break down the first episode and how they’re setting the tone for the rest of the season.
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0x18
Wine Down: Lowkey Distant
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Air date
Apr 19, 2020
Creator and star Issa Rae and showrunner Prentice Penny sit down with Yvonne Orji to unpack Molly’s relationship with Andrew and Issa’s friendship with Condola.
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0x19
Wine Down: Lowkey Thankful
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Apr 26, 2020
Creator and star Issa Rae and showrunner Prentice Penny are joined by Christina Elmore to discuss Condola and Lawrence’s interesting first Thanksgiving together and debate whether or not it’s possible to be friends with an ex.
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0x20
Wine Down: Lowkey Losin' It
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May 03, 2020
Creator and star Issa Rae and showrunner Prentice Penny sit with Natasha Rothwell to discuss the shifting dynamics within the friend group.
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0x21
Wine Down: Lowkey Movin' On
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May 10, 2020
Issa Rae, Prentice Penny and Jean Elie discuss Issa and Molly’s blowout fight as well as the dynamic between Ahmal and Kelli.
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0x22
Wine Down: Lowkey Done
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May 17, 2020
Issa Rae and Prentice Penny unpack Issa’s mindset after her fight with Molly at the block party.
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0x23
Wine Down: Lowkey Trippin'
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May 25, 2020
Issa Rae and Prentice Penny are joined by Alexander Hodge to talk about what Molly and Andrew learn about themselves and their relationship during their first vacation together.
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0x24
Wine Down: Lowkey Happy
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Jun 01, 2020
Issa Rae, Prentice Penny and Jay Ellis dive deep into the unfinished business Lawrence and Issa have with each other.
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0x25
Wine Down: Lowkey Trying
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Air date
Jun 07, 2020
Issa Rae and Prentice Penny are joined by Kendrick Sampson to discuss Nsthan's lingering feelings for Issa and destigmatizing mental illness.
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0x26
Wine Down: Lowkey Lost
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Jun 14, 2020
Issa Rae and Prentice Penny sit down with Amanda Seales to unpack the finale.
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0x27
Wine Down: Reunited, Okay?!
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Oct 24, 2021
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0x28
Wine Down: Growth, Okay?!
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Oct 31, 2021
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0x29
Wine Down: Pressure, Okay?!
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Nov 07, 2021
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0x30
Wine Down: Faulty, Okay?!
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Nov 14, 2021
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0x31
Wine Down: Surviving, Okay?!
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Nov 21, 2021
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0x32
Wine Down: Tried, Okay?!
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Nov 28, 2021
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0x33
Wine Down: Chillin', Okay?!
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Dec 05, 2021
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0x34
Wine Down: Choices, Okay?!
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Dec 12, 2021
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0x35
Wine Down: Out, Okay?!
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Dec 19, 2021
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0x36
Wine Down: Everything Gonna Be, Okay?!
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Dec 26, 2021
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0x37
Insecure: The End
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Dec 26, 2021
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0x42
Final Season Documentary
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Air date
Jan 09, 2022
Looking back at five memorable seasons of Insecure's messy relationships and hella personal growth, this documentary finds creator/star Issa Rae and others reflecting on the hit series.
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