6. "Wedding Crashers" (2005)
First up on our Owen Wilson hit parade is the comedy classic "Wedding Crashers." Here, Wilson teams up with Vince Vaughn to form a dynamic duo of loveable rogues who have turned wedding crashing into an art form. Wilson plays John Beckwith, a man whose charm is only matched by his ability to whip out a poignant quote at the drop of a hat.
The film itself is a rollicking ride of raucous fun, with Wilson's comedic timing on full display. He delivers lines that have since become iconic with a carefree finesse that feels almost improvised. There is a reason "Wedding Crashers" is often mentioned in the same breath as the golden era of early 2000s comedies. It is a showcase of Wilson's ability to be both the romantic lead and the comic relief.
5. "The Internship" (2013)
Fast forward to 2013, and we have "The Internship." Here, Wilson reunites with his "Wedding Crashers" co-star Vaughn for a comedy about two watch salesmen who, finding themselves made redundant, decide to take internships at Google. Wilson's character, Nick Campbell, brings the actor's trademark optimism to a role that could easily have been a caricature of a fish out of water.
Instead, Wilson infuses the character with a sense of genuine discovery and hope that makes you root for him. Essentially, it is a feel-good film that reinforces the idea that it is never too late to pivot in life, and Wilson's performance is a big reason why that message lands.
4. "Wonder" (2017)
Shifting gears from laugh-out-loud comedy to heartfelt drama, "Wonder" features Wilson in a more subdued role as the father of a young boy with Treacher Collins syndrome.
Wilson's portrayal of Nate Pullman is touching and raw. He is a pillar of strength for his family. Yet, he has allowed moments of vulnerability that Wilson captures with a delicate touch.
3. "Paint" (2023)
One of the latest additions to Wilson's repertoire, "Paint," shows us a different side of the actor. In this indie film, Wilson takes on the role of Carl Nargle, Vermont's most successful painter, who faces the ultimate challenge when a younger, better artist enters the scene.
However, what is captivating about Wilson's performance here is his ability to portray a character that is both sympathetic and slightly absurd: A balancing act that he manages with aplomb.
2. "Meet the Fockers" (2004)
In "Meet the Fockers," Wilson steps into the shoes of Kevin Rawley, the ex-fiancé of the female lead, and a character that is a mere plot device. Yet, in Wilson's hands, Kevin becomes memorable, a testament to the actor's charm and comedic instinct.
The film is a testament to Wilson's skill that he stands out in a star-studded ensemble. And it includes the likes of Robert De Niro and Barbra Streisand.
1. "Meet the Parents" (2000)
The precursor to "Meet the Fockers," "Meet the Parents," also deserves a nod for Wilson's portrayal of Kevin Rawley. Though his role is smaller here, his impact is just as significant, providing comic relief in an already hilarious film.
Wilson's ability to steal scenes, even from heavyweights like De Niro, is on full display.