Jack Black was hesitant to accept the role of Miles, even though it was literally written for him.
Meyers had written the script and his character after seeing Black in his film School of Rock.
"When I was thinking of this movie, I thought he was someone I would like to write a part for and I'm aware he's not Clark Gable, he's not tall dark and handsome, but he's adorable, he's lovable," she told indieLONDON.
"It's my way of saying, 'This is the right kind of guy, this is what most guys look like if they're lucky, he's so adorable, and why not?'"
Black shared with the same publication that he felt "flattered [and] a little bit nervous" at being a rom-com lead, but agreed to star in the film after hearing he would be opposite Kate Winslet.
After filming, Winslet said in an interview, "Trust me, it was not difficult to fall in love with Jack Black. At all."
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