InsecureSpecialsSpecialsSeason number0Season name—ArtworkPoster#ImageTitleAired1Wine Down: Hella GreatJul 23, 20172Wine Down: Hella QuestionsJul 30, 20173Wine Down: Hella OpenAug 6, 20174Wine Down: Hella LAAug 13, 20175Wine Down: Hella ShookAug 20, 20176Wine Down: Hella BlowsAug 27, 20177Wine Down: Hella DisrespectfulSep 3, 20178Wine Down: Hella PerspectiveSep 10, 20179Wine Down: Better-LikeAug 12, 201810Wine Down: Familiar-LikeAug 19, 201811Wine Down: Backwards-LikeAug 26, 201812Wine Down: Fresh-LikeSep 2, 201813Wine Down: High-LikeSep 9, 201814Wine Down: Ready-LikeSep 16, 201815Wine Down: Obsessed-LikeSep 23, 201816Wine Down: Ghost-LikeSep 30, 201817Wine Down: Lowkey Feelin' MyselfApr 12, 202018Wine Down: Lowkey DistantApr 19, 202019Wine Down: Lowkey ThankfulApr 26, 202020Wine Down: Lowkey Losin' ItMay 3, 202021Wine Down: Lowkey Movin' OnMay 10, 202022Wine Down: Lowkey DoneMay 17, 202023Wine Down: Lowkey Trippin'May 25, 202024Wine Down: Lowkey HappyJun 1, 202025Wine Down: Lowkey TryingJun 7, 202026Wine Down: Lowkey LostJun 14, 202027Wine Down: Reunited, Okay?!Oct 24, 202128Wine Down: Growth, Okay?!Oct 31, 202129Wine Down: Pressure, Okay?!Nov 7, 202130Wine Down: Faulty, Okay?!Nov 14, 202131Wine Down: Surviving, Okay?!Nov 21, 202132Wine Down: Tried, Okay?!Nov 28, 202133Wine Down: Chillin', Okay?!Dec 5, 202134Wine Down: Choices, Okay?!Dec 12, 202135Wine Down: Out, Okay?!Dec 19, 202136Wine Down: Everything Gonna Be, Okay?!Dec 26, 202137Insecure: The EndDec 26, 202138Insecure: In the RoomOct 9, 2016395 Strategies for Dealing with Clueless CoworkersOct 16, 2016405 Unlikely Sources of InspoNov 20, 2016415 Break-Up Survival TipsNov 27, 201642Final Season DocumentaryJan 9, 2022
