There's a few moments, but it's plain stupid and lacks proper comedy.

Rating: 4/10 (23 September 2018)

I watched Tropic Thunder (2008) ten years after it came out, so it's certainly possible I was just not viewing it in the right time period or context. That being said, Casablanca still works for me; Tropic Thunder is quite uninspired.
The cast was one of the only redeeming qualities. Ben Stiller was fine in the lead role, everyone else did well. Robert Downey, Jr. was one of two standouts, playing the "dude playing a dude disguised as another dude", but the true underrated performer in this film is Tom Cruise. Les Grossman was the most perfect thing about this film. Real quick though, I'd like to point out: gender diversity is a real problem in this film.
The writing was lazy. There are so few jokes that land and the story isn't intriguing. You don't feel anything but distaste for these characters, which isn't supposed to happen.
The direction was somehow lazier. It starts out being meh, but near the end it transforms into "the opposite of Hitchcock" territory... I'm saying it's really really really bad. There's no intent or intelligence exhibited, it just feels like a mess.
There are a few moments that land in Tropic Thunder (2008), but ultimately it's plain stupid and lacks proper comedy. A bad piece of satire. (4/10)