Casting What-Ifs
Brad Pitt and Paramount lost the 2007 rights bidding war to DiCaprio and Warner Brothers; Chris Evans and Joseph Gordon-Levitt auditioned; Jonah Hill took $60,000; Blake Lively, Rosie Huntington-Whitley, Teresa Palmer, Amber Heard and Olivia Wilde were in the mix for Naomi; Julie Andrews was considered for Aunt Emma; Ridley Scott was wanted to direct
In the discussion (9)
- In 2007 Leonardo DiCaprio and Warner Brothers won a bidding war against Brad Pitt and Paramount for the rights to Belfort's memoir, and Belfort made a million dollars on the rights.
- Does it work with Pitt: absolutely for some, since Pitt is better at the darker thing and a less attractive, rougher guy might let you hate Jordan more, there being moments when DiCaprio looks too great on screen; the counter is that DiCaprio uses his handsomeness as a tool to push further, as in Django, while Damon plays relatable, and Jordan's looks explain why anyone would let him sell them anything; the telephone-terrorists speech, banging the microphone on his head, is a place Pitt may not be able to go.
- Many Pitt and DiCaprio roles would be interchangeable, though The Aviator is hard to see with Pitt for one host while another could see Pitt there more than in this; both were circling The Departed at the same time; Pitt in California, twenty years earlier, and Fight Club show a weird dark gear.
- Chris Evans and Joseph Gordon-Levitt auditioned for an unspecified role, presumably Donnie, which does not seem right for Evans; Jonah took about sixty grand per his Howard Stern interview, while Leo had box-office points; he was already Moneyball-nominated and in Superbad, flew to see DiCaprio, joked that Leo should kill anyone else cast, and practiced with the capped teeth and phone calls.
- Moneyball was essentially playing Paul De Podesta (as transcribed), so it is hard to believe he was nominated for that and did not win for this, strong, unique and weird even if some scenes are too much; the cousin exchange, she grew up hot and if anyone is going to fuck my cousin it's going to be me out of respect, and the 'you're free' scene are things only Jonah could have done.
- Asked for his Blake Lively thoughts, the addressed host would have been fine with her as Naomi. — Ryen Russillo
- Blake Lively and Rosie Huntington-Whitley were considered and Teresa Palmer and Amber Heard auditioned for Naomi before Robbie; her being unknown helped, and Lively at the height of her post-Town moment could have nailed it but could not have reached the Robbie phenomenon; Robbie is doing Marissa Tomei in My Cousin Vinny, the voice and Buick Skylock (as transcribed), and the daughter is even named Skylar.
- Olivia Wilde auditioned for Naomi but was deemed too old to play DiCaprio's wife even though he is ten years older, a tough beat; Julie Andrews was considered for Aunt Emma before Joanna Lumley but was convalescing from a titanium ankle implant, probably for the best given the Mary Poppins crowd; the Emma scene is sneaky extra evidence that Belfort is a bad guy.
- People wanted Ridley Scott to direct for a time: his version is forty minutes shorter with a four-and-a-half-hour director's cut and less chaotic; Scorsese related to the addiction and throwing-your-life-away-for-cocaine material, which he discussed on the promo circuit, whereas Scott would bring less dialogue, longer driving scenes and a lude scene more like Kingdom of Heaven.