Career Timeline of Ryan Reynolds: Major Achievements and Milestones

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Ryan Reynolds

From career breakthroughs to professional milestones, explore how Ryan Reynolds made an impact.

Ryan Reynolds is a successful Canadian-American actor, producer, and businessman, prominent in both comedic and superhero films. He achieved recognition as the world's second-highest-paid actor in both 2020 and 2024, with his films grossing over $6.5 billion globally. He has received several awards, including a Primetime Emmy Award, and nominations for Grammy and Golden Globe Awards.

2004: Harold & Kumar Go to White Castle

According to Rotten Tomatoes, in 2004, one of Ryan Reynolds's most acclaimed films was 'Harold & Kumar Go to White Castle'.

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2009: Adventureland

According to Rotten Tomatoes, in 2009, one of Ryan Reynolds's most acclaimed films was 'Adventureland'.

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2010: Buried

According to Rotten Tomatoes, in 2010, one of Ryan Reynolds's most acclaimed films was 'Buried'.

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2011: The Whale

According to Rotten Tomatoes, in 2011, one of Ryan Reynolds's most acclaimed films was 'The Whale'.

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2014: Hollywood's Popular Actor

In 2014, The Hollywood Reporter's Richard Newby recognized Ryan Reynolds as one of Hollywood's most popular actors for nearly 20 years, highlighting his diverse range of roles, particularly in comedy, action, and superhero films.

2015: Mississippi Grind

According to Rotten Tomatoes, in 2015, one of Ryan Reynolds's most acclaimed films was 'Mississippi Grind'.

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December 15, 2016: Star on Hollywood Walk of Fame

On December 15, 2016, Ryan Reynolds received a star on the Hollywood Walk of Fame at 6801 Hollywood Boulevard.

2016: Deadpool

According to Rotten Tomatoes, in 2016, one of Ryan Reynolds's most acclaimed films was 'Deadpool'.

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2016: Golden Globe Nomination

In 2016, Ryan Reynolds received a Golden Globe nomination for Best Actor in a Motion Picture – Musical or Comedy for his role in 'Deadpool'.

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2017: Time 100

In 2017, Ryan Reynolds was included in Time magazine's Time 100, a list of the 100 most influential people in the world.

2018: Deadpool 2

According to Rotten Tomatoes, in 2018, one of Ryan Reynolds's most acclaimed films was 'Deadpool 2'.

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2018: Grammy Nomination

In 2018, Ryan Reynolds received a Grammy nomination for Best Compilation Soundtrack for Visual Media for the soundtrack of 'Deadpool 2'.

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2020: The Croods: A New Age

According to Rotten Tomatoes, in 2020, one of Ryan Reynolds's most acclaimed films was 'The Croods: A New Age'.

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2020: Celebrity 100 and High Earnings

In 2020, Ryan Reynolds was featured in Forbes' Celebrity 100 list as the eighteenth most powerful person and also ranked as the second-highest-paid actor globally, earning $71.5 million.

2020: First Time Voter

Ryan Reynolds attained American citizenship around 2018, and in 2020, he voted for the first time in the presidential election.

November 26, 2021: Governor General Performing Arts Award

On November 26, 2021, Mary Simon, governor general of Canada, honoured Ryan Reynolds with a Governor General Performing Arts Award.

2021: Free Guy

According to Rotten Tomatoes, in 2021, one of Ryan Reynolds's most acclaimed films was 'Free Guy'.

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April 2023: Dialogue for 'It Ends with Us'

In April 2023, Ryan Reynolds reportedly wrote a significant portion of dialogue for a rooftop scene featuring Blake Lively in the film 'It Ends with Us' without the director's knowledge, fueling speculation of a rift.

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December 19, 2024: Officer of the Order of Canada

On December 19, 2024, Ryan Reynolds was appointed an Officer of the Order of Canada, recognizing his achievements in film and philanthropic contributions.

2024: Deadpool & Wolverine

According to Rotten Tomatoes, in 2024, one of Ryan Reynolds's most acclaimed films was 'Deadpool & Wolverine'.

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2024: Grammy Nomination for Deadpool & Wolverine

In 2024, Ryan Reynolds was nominated again for the soundtrack of 'Deadpool & Wolverine' for a Grammy.

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2024: Second-Highest-Paid Actor and Hottest Men List

In 2024, Ryan Reynolds was once again listed by Forbes as the second-highest-paid actor, earning $85 million, and was included on Harper's Bazaar's list of the 50 Hottest Men of All Time.

2024: Controversy Surrounding 'It Ends with Us'

In 2024, the production of 'It Ends with Us' faced controversy due to conflicts between Blake Lively and director Justin Baldoni.

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2025: Film Grosses Over $6.5 Billion

As of 2025, Ryan Reynolds's films have grossed over $6.5 billion worldwide, according to The Numbers.