Career Timeline of Dylan O'Brien: Major Achievements and Milestones
Discover the career path of Dylan O'Brien, from the first major opportunity to industry-changing achievements.
Dylan O'Brien is an American actor who gained recognition for his role as Stiles Stilinski in the MTV series *Teen Wolf* (2011-2017). He further rose to prominence as the lead in the *Maze Runner* film trilogy (2014-2018), which opened doors to other film roles.
2010: Cast in Teen Wolf
In 2010, Dylan O'Brien was cast as Stiles Stilinski in MTV's Teen Wolf after four auditions, marking a significant break in his acting career.
2011: First Major Role in Teen Wolf
In 2011, Dylan O'Brien landed his first major role as Stiles Stilinski in the MTV supernatural series Teen Wolf.
2011: Introduced in High Road
In 2011, Dylan O'Brien was introduced to audiences in the entirely improvised independent comedy film High Road.
2013: Co-starred in The Internship
In 2013, Dylan O'Brien co-starred in the comedy film The Internship while on hiatus from Teen Wolf.
2014: Lead Role in Maze Runner
In 2014, Dylan O'Brien achieved further prominence for his lead role in the science fiction Maze Runner trilogy.
September 18, 2015: Maze Runner: The Scorch Trials Release
On September 18, 2015, Dylan O'Brien reprised the role of Thomas in Maze Runner: The Scorch Trials.
2016: Appeared in Deepwater Horizon
In 2016, Dylan O'Brien appeared in the disaster thriller-drama Deepwater Horizon, based on the 2010 Deepwater Horizon explosion.
2017: Starred in American Assassin
In 2017, Dylan O'Brien played fictional counterterrorist Mitch Rapp in the action thriller American Assassin.
2017: Teen Wolf Concludes
In 2017, the MTV supernatural series Teen Wolf, where Dylan O'Brien played Stiles Stilinski, came to an end.
January 26, 2018: The Death Cure Premieres
On January 26, 2018, The Death Cure premiered, after Dylan O'Brien recovered from serious injuries sustained during filming.
2018: Maze Runner Trilogy Conclusion
In 2018, Dylan O'Brien concluded his lead role in the Maze Runner trilogy, leading to more film appearances.
2018: Filmed Flashback
In 2018, Dylan O'Brien filmed the mystery thriller Flashback, which was later released in 2020.
2018: Voiced Bumblebee
In 2018, Dylan O'Brien voiced the CGI title character in the Transformers spin-off film Bumblebee.
2019: Guest Starred in Weird City
In 2019, Dylan O'Brien guest-starred in the comedy sci-fi anthology series Weird City.
2020: Lead Role in Love and Monsters
In 2020, Dylan O'Brien played the lead role in the adventure film Love and Monsters.
2020: Starred in Flashback and Love and Monsters
In 2020, Dylan O'Brien starred in the mystery thriller Flashback (filmed in 2018), and the post-apocalyptic road trip film Love and Monsters.
February 2021: Cast in The Outfit
In February 2021, Dylan O'Brien was cast in The Outfit, a film for which filming was completed in April 2021.
April 2021: Filming completed for The Outfit
In April 2021, filming was completed for The Outfit, a film for which Dylan O'Brien had been cast in February 2021.
August 2021: Cast in Not Okay and Caddo Lake
In August 2021, Dylan O'Brien was cast in Not Okay, for which filming finished in September 2021, and Caddo Lake.
September 2021: Filming Completed for Not Okay
In September 2021, filming was completed for Not Okay, a film for which Dylan O'Brien had been cast in August 2021.
October 2021: Guest Star in Curb Your Enthusiasm
In October 2021, it was announced that Dylan O'Brien would guest star in season 11 of Curb Your Enthusiasm.
November 12, 2021: Starred in Taylor Swift's All Too Well
On November 12, 2021, Dylan O'Brien starred opposite Sadie Sink in Taylor Swift's short film All Too Well.
2022: Credited as Drummer on Snow on the Beach
In 2022, Dylan O'Brien was credited as a drummer on the track "Snow on the Beach" from Taylor Swift's tenth studio album, Midnights.
2024: Lead Role in Caddo Lake
In 2024, Dylan O'Brien played the lead role in the horror film Caddo Lake.
2025: Critical Acclaim for Twinless
In 2025, Dylan O'Brien received critical acclaim for his lead role in the independent film Twinless.
2025: Twinless wins Audience Award
In 2025, Twinless was screened at the Sundance Film Festival, where it won the Audience Award – U.S. Dramatic.
2026: Starred in Send Help
In 2026, Dylan O'Brien starred in Sam Raimi's survival horror film Send Help, released in January.
2026: Scheduled to Star in Being Heumann
In 2026, Dylan O'Brien was scheduled to star in Sian Heder's biographical drama Being Heumann.
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