From The Aliens to Chewing Gum, Michaela Coel has owned the screen every chance she has given, and she gets her second leading role with a new HBO series. Also, many celebrities gather on YouTube to encourage the next generation of graduates in the midst of one of America’s maddest moments. Meanwhile, ESPN fetes a legend you forget was also technically an athlete.

KATHERINE’S PICK:
I May Destroy You [HBO, 10:30p]
Michaela Coel’s British comedy-drama-mystery follows a woman who must rebuild her life after her drink is spiked at a bar.

JASON’S PICK:
Dear Class of 2020 [YouTube]
Where else can you get Barack Obama and BTS in the same place while also supporting the future of America. Stream in starting at 3pm ET/12pm PST.

BRAD’S PICK:
30 For 30: Be Water [ESPN, 9p]
ESPN’s premier documentary series spotlights the life of Bruce Lee. Not only do we get a glimpse of the martial arts master in the last influential years we also get to see how he faced the challenges of getting respect as an actor in a Hollywood that didn’t always value diversity

BRAD’S OTHER PICK:
Rock Legends [AXS, 8:30p]
This music doc anthology is back. This episode our resident rock critics break down and discuss the Motown Sound and the affect it had on the world.

ALSO ON TAP TONIGHT:

• If you just need some celebrity-fueled fun, Jane Lynch’s always enjoyable Hollywood Game Night returns on NBC, with an awesome slate of mid-level celebrities (in just the first few seconds of the trailer we saw D’Arcy Carden, Lauren Lapkus, Joel McHale, and Yvette Nicole Brown).
• Issa’s heart is way in the right place tonight — as the episode title implies, she’s “Lowkey Trying.” So what could possibly go wrong on HBO’s Insecure. We’ll find out what did later tonight.
• The new HGTV series Renovation Island sounds like the most sedate dating show in history, but it’s actually a show about experts re-designing whole islands — did your  guidance counselor tell you “island renovator” was a career choice? Screen Scholars is thinking about suing ours for that lapse.
• Let’s close out, like we do, in the LHV (Lifetime-Hallmark Vortex), but for a movie that’s neither Lifetime or Hallmark. UP’s How Not To Propose is a comic farce, but there is some light here in that the hopeless romantic dope willing to give it all up for commitment is the dude, as Travis tries to pop the question in grand style, and everything goes as planned in this five-minute short. Oh, wait, we had that upside down, everything that can go wrong, does, over the course of two hours.