Walter and Donny were written for their actors, while the Big Lebowski drew the casting search. — Chris Ryan
Marlon Brando was reportedly the Coens’ dream choice, but his improvisational production style could have disrupted the tightly scripted film. — Chris Ryan
Robin Williams's Boston accent; Matt Damon's frosted tips; the Miramax logo in the opening credits; Will's breakup with Skylar; the screenplay Oscar win over Boogie Nights; the length, especially the two long jokes when Skylar meets Will's friends
Robin Williams's Boston accent is not great and gets a little New York, though some hosts have no ear for it and thought they were all fine; one host says his own accent is gone and only comes out when drunk.
Asked who has the best on-screen Boston accent, the answer is Matt Damon's Will Hunting, the gold standard in the history of movies, better than Wahlberg in The Departed, because the attitude, being ready to fight at all times, is half of it and Damon figured that out more than anyone.
Matt Damon's hair has not aged well; he has talked about regretting the frosted tips and would probably spend money to CGI it away; one host had the same haircut without the tips and thinks it belongs to the mid nineties.
The Miramax logo in the opening credits; Will's breakup with Skylar, I don't love you, has not so much aged badly as remained a rough, physical three minutes that is hard to watch.
Good Will Hunting winning Best Screenplay over Boogie Nights: both are Oscar-worthy with a hundred memorable lines and great characterization, something has to win, and one host prefers Boogie Nights as a movie but calls it close and says this movie holds up.
Asked to choose for the Oscar between Robin Williams and Robert Forster in Jackie Brown, the answer is that the Forster performance is amazing, Jackie Brown is really great, and this is not even the number one movie to have given Robin Williams an Oscar for. — Sean Fennessey
Films Williams should have won for are then thrown out, apparently by more than one voice: Dead Poets, Fisher King, Garp, Good Morning Vietnam, all those movies.
It is long: from a rewatchable standpoint, when Skylar meets Will's buddies and the two long jokes come, you know the jokes after 50 viewings and it drags.
That is a great Skylar scene and there is not enough of her; the great part is not the joke but watching everybody else, the awkwardness, realizing this is the woman he is going to marry, the see-about-a-girl scene playing out in real time with the friends. — Shea Serrano
Others agree it is a necessary scene that only gets a little slow in a movie of about 2:05; Casey Affleck needling Ben back and forth is loved, as are scenes of people talking in bars and diners, and bombed out of his tree has been quoted for 20 years; the alternate jokes on YouTube were all funny; Damon's long barn story in Saving Private Ryan is called the worst part of that movie, though it is supposed to be bad because the guy is a dipshit.