10 More Great Actors With Terrible Last Movie Roles

1. Jack Nicholson - How Do You Know

How Do You Know
Columbia Pictures

In 2013, Jack Nicholson said that he wasn’t retired but that he was no longer interested in being in the public eye any more. Still, in that time he has not worked on any major production in any way except a brief dalliance with a project with Kristen Wiig which was canned, and is largely considered to be done with this career in cinema.

And what a filmography he leaves behind: One Flew Over the Cuckoo’s Nest, A Few Good Men, Batman and The Shining just to scrape the surface, Nicholson’s career is so deep that it would be hard for most cinephiles to make a personal top 10 without regretfully leaving something great off the list. The Academy agrees too, as Nicholson happens to be the most nominated man in the history of the Oscars.

His last performance however? Nothing to write home about, to say the least.

Written and directed by James L. Brooks, How Do You Know is a 2010 romantic comedy that somehow manages to star Paul Rudd, Owen Wilson, Reese Witherspoon and Jack Nicholson and yet manages to utilise none of them to great effect.

The combined salaries of these stars ballooned into a budget it could never hope to make back, especially as a bumbling two-hour romcom with almost zero chemistry between its cast. What a way to bow out.

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Coming from a content creation background that now spans over two decades, Psy cut her teeth on personal video production and community radio. Originally joining the team as a writer and presenter, she added video editing duties to her responsibilities over time and became the longest-standing editor of the irreverent gaming show Tues Your Own Adventure. Psy has worked on many previews and reviews, long-form editorials (either her own, or supporting as an editor), as a frequent quizmaster and more. Praised for the two-pronged attack of her hard work ethic and light-hearted editing style, Psy is otherwise known as a font of retro video game knowledge which has caused her to rack up many gaming quiz wins. Outside of WhatCulture, Psy runs First Aid Spray Podcast - a long-running channel that focuses on Resident Evil in all of it's forms. You can follow her on BlueSky at http://psywhite.bsky.social and Instagram at http://instagram.com/therealpsywhite