
Insecure returned for its fifth and final season on Sunday, October 24, on HBO and HBO Max. Insecure is a highly successful comedy/drama created by series star and comedian Issa Rae and writer/comic Larry Wilmore. It deals with the awkward experiences of a contemporary African-American woman, focusing mainly on the friendship between Issa (Rae) and her best friend Molly (Yvonne Orji), modern women dealing with their real-life flaws and uncomfortable everyday challenges.
Read on for how to watch Insecure on HBO Max.
- When Does Insecure Season 5 Premiere: Sunday, October 24
- When Does Insecure Air: Sundays at 10 p.m. ET
- Where to Watch Insecure: HBO Max
- Where to Watch Previous Seasons: Seasons 1 – 4 of Insecure are available on HBO Max.
How To Watch Insecure

Watch Insecure on HBO Max
Insecure airs exclusively on HBO and HBO Max, and all past seasons are available on HBO Max as well, with new episodes from season 5 dropping every Sunday beginning October 24. A subscription to HBO-Max costs $15.99 per month for their ad-free plan and $9.99 per month for their ad-supported service (meaning a few commercials with every episode). You can sign up here. HBO Max is supported on Android, iOS, Apple TV, Chromecast, Playstation, Roku, Amazon Fire TV, and more. You can check out our review of HBO Max for more details on this streaming service.
HBO Max doesn’t only air HBO, but content from WarnerMedia and other sources. Content on HBO Max includes:
- A selection of acquired series and movies (Insecure and South Park are notable examples)
- All of HBO
- An exclusive collection of new HBO Max Originals
- Select favorites from the WarnerMedia brands Warner Bros., New Line Cinema, DC, CNN, the Turner library, Crunchyroll, Rooster Teeth, Looney Tunes, and more
- A selection of acquired series and movies (South Park being a notable example)
Where to Watch Insecure on Streaming Platforms:
The HBO Max app supports the following platforms, giving you plenty of ways to stream Insecure:
- Android phones and tablets
- Android TV
- Apple TV (4th generation and later)
- Computers (PC and Mac browsers)
- Apple iOS devices: iPhone, iPad, and iPod touch
- Amazon Fire TV (As of Nov 17)
- PlayStation 4 and Xbox One
- Samsung TVs (2016 and later)
- HBO Max is now supported on Roku
- HBO Max is now supported on LG Smart TV.
Watch Insecure with HBO Max for Free
With AT&T owning HBO Max, there are plenty of ways to watch Insecure for free for a time. However, like many things AT&T, figuring out what you are entitled to can be a bit complicated. Here is a breakdown of who can watch HBO Max free of charge.
HBO Max is included at no additional charge in the following DIRECTV STREAM, Internet, and Wireless plans (check the availability online):
- AT&T Internet 1000 plan
- These TV Plans:
- DIRECTV STREAM Now Max packages
- U-Verse U400, U450, and U450 Latino
- DirecTV Premier
- Lo Maximo
- DIRECTV STREAM Premiere package
- AT&T Unlimited Elite wireless plan
Check with AT&T for more possible products and services that come with HBO Max, as the list is regularly changing.
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