Grayson
A master of comedy and an actor with a flair for the heartfelt, Perry’s legacy goes far beyond the iconic role of Chandler Bing on Friends. Perry showed us time and again why he’s a fan favorite, with standout moments in both television and film. Let’s explore ten of his most beloved performances that have stayed with us over the years.
Friends
Let’s kick things off with the role that turned Matthew into a household name. As Chandler Bing on Friends, Perry turned sarcasm into a comedic weapon. Whether delivering his classic one-liners or steering the highs and lows of love, Chandler was the friend we all wished we had.
The Whole Nine Yards
In this hit comedy, Matthew teamed up with Bruce Willis to play Nicholas’ Oz’ Oseransky, a bumbling dentist who gets tangled up with a hitman. With his nervous energy and spot-on comic timing, Oz made for an engaging and endearing character.
17 Again
Perry didn’t just stick to comedy. In 17 Again, he played the grown-up version of Zac Efron’s character, Mike O’Donnell. His portrayal of a man who regrets his life choices but gets a second chance to relive his youth added emotional depth to a fun concept.
The Odd Couple
Teaming up with Thomas Lennon, Perry starred in this reboot of the classic series The Odd Couple as the messy and carefree Oscar Madison. He brought his own flair to the role, and his portrayal felt like a nod to Chandler Bing but with a new, fun, and modern twist.
Studio 60 on the Sunset Strip
In Studio 60 on the Sunset Strip, created by Aaron Sorkin, he took on a more serious role as Matt Albie, the head writer of a fictional sketch comedy show. This series allowed him to flex his dramatic muscles while infusing the character with his trademark wit.
Go On
Here, Matthew played Ryan King, a sports radio host dealing with his wife’s death. The series combined comedy and grief in a way that felt authentic, and his portrayal was both touching and humorous. The role allowed him to show a different side of his talent.
The Ron Clark Story
Going for a more inspirational role, Perry starred as a real-life educator in The Ron Clark Story. The movie was about a teacher who transforms the lives of his students in a tough New York City school. His heartfelt performance showed he could handle serious, motivational material.
Serving Sara
Back in the world of romantic comedy, Serving Sara paired Matthew with Elizabeth Hurley. Playing a process server tangled up in a scheme to serve divorce papers, his character, Joe Tyler, is full of the quick wit and bumbling charm he was known for.
Mr. Sunshine
Perry didn’t shy away from exploring the quirks and struggles of middle age in Mr. Sunshine. He played Ben Donovan, the self-centered manager of a sports arena going through a midlife crisis. The show had its mix of comedy and self-reflection, and Matthew’s performance added depth.
Fools Rush In
Switching gears to the romantic comedy genre, Fools Rush In paired him with Salma Hayek. As Alex Whitman, a straight-laced New Yorker who finds himself in a whirlwind romance with Hayek’s character, Perry charmed audiences with his vulnerability and wit.
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