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McConaughey: ‘How to Lose a Guy in 10 Days’ Pays Best ‘Mailbox Money’

By Hollywood ZIngAugust 13, 2026No Comments3 Mins Read
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McConaughey: ‘How to Lose a Guy in 10 Days’ Pays Best ‘Mailbox Money’
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Which of Matthew McConaughey‘s films would you guess pays him the highest residual checks of any film he’s done?

Interstellar? The Wolf of Wall Street? Magic Mike?

You already know the real answer — it’s in the headline, after all — but it’s still surprising that the answer is 2003’s How to Lose a Guy in 10 Days.

“How to Lose a Guy in 10 Days is the gift that keeps on giving,” McConaughey told the Happy Sad Confused podcast. “I think it’s probably my favorite rom-com I’ve done. And a lot of people love that rom-com. It still pays the best ‘mailbox money’ of any film I’ve ever done. By far. … When [home video] used to be just DVDs or cable [instead of streaming or VOD], every March I’d get a big check because of Valentine’s Day.”

In the Donald Petrie film, “a high-powered ad executive (McConaughey) bets he can make any woman fall in love with him in ten days; he unknowingly picks a magazine writer (Kate Hudson) who is executing her own covert assignment to drive a man away in the exact same timeframe.”

McConaughey — who’s currently promoting his new film, The Rivals of Amziah King
— starred in a slew of early 2000s rom-coms, including The Wedding Planner (2001), Failure to Launch (2006) and Fool’s Gold (2008).

In a separate interview with The Playlist, the actor also gave an update, of sorts, on the Yellowstone spin-off that he was in talks to do for writer-producer Taylor Sheridan. McConaughey says the project is not dead, though it doesn’t sound like it’s particularly lively, either.

“It’s not any more of a thing than it was or probably any less of a thing than it was that did hit the headlines there for a while,” McConaughey said. “Taylor and I have spoken and have continued to have conversations about what [it could be] and if that would be whatever. But nothing’s real yet.”

Back in 2023, as Yellowstone star Kevin Costner was doing his protracted split with the Paramount Network series, reports first surfaced about Sheridan courting McConaughey.

“He seems like a natural fit,” Sheridan said at the time. “We had a few conversations over the years, and spitballed a few ideas. Then he started watching Yellowstone and responded to it. He was like, ‘I want to do that.’ And by ‘that’ he meant diving into a raw world clashing up against the modern world. And then I said, ‘Buddy, that we can do.’”

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