Exciting Details Of Jason Sudeikis’ Relationship With Olivia Wilde and His Career Achievements

Despite receiving a basketball scholarship for his college education in the 1990s, Jason Sudeikis abandoned it mid-way to pursue a career as a comedian. He has since branched out from improv comedy to act, work as a screenwriter, and producer. He famously spent some time on Saturday Night Live both as a writer and a cast member.

Sudeikis’ decision to leave sports and enter into the entertainment world has led to many achievements; an extensive filmography and a wealth of awards. It also extends to his personal life, as he is in a relationship with one of Hollywood’s coolest ladies, actress Olivia Wilde. The duo have been together since 2011 and have two children that remind him daily of the brilliance of his decision.

Jason Sudeikis was Born in Virginia But Raised in Kansas Where He Now Describes As His Hometown

Named Daniel Jason Sudeikis at birth, the American entertainer was born on September 18, 1975, in Fairfax, Virginia. When he was still a child, the Sudeikis family moved to Overland Park, Kansas, where he was raised and now refers to as his hometown.

Sudeikis attended Shawnee Mission West High School. After graduating, he gained a basketball scholarship to attend Fort Scott Community College but later made the decision to abandon sports in other to pursue an entertainment career. Maybe it was the exposure to his maternal uncle George Wendt who is famous for playing Norm Peterson in the sitcom Cheers, that inspired his decision.

Jason Sudeikis first launched his career in Improv Comedy at ComedySportz in Kansas City before relocating to Chicago, Illinois where he studied at the Annoyance and IO Theatres. While there, he was one of the founding members of the J.T.S Brown improv group, was part of The Second City Touring Company, and performed with Boom Chicago overseas in Amsterdam, Netherlands.

After years on the improv circuit, Jason got his breakthrough in 2003 when he joined Saturday Night Live (SNL) as a sketch writer. Two years after, he became a cast member, and spent the next eight years on the show, leaving in July 2013.

Career Achievements and Accolades

Jason Sudeikis made his first on-screen appearance in 1997 in the TV movie Alien Avengers II as Chester. He made a few other appearances before joining SNL in 2003. Since then, he has racked plenty of credits across films and television shows, particularly on film where he has gained mainstream recognition.

Sudeikis Has Over 74 Credits in His Filmography

One of the most defining achievements of Jason’s career is his prolific onscreen appearances. He has appeared in more than 74 films and TV shows, several of which he featured as either a lead or supporting actor. His first notable appearance was a recurring role in the satirical sitcom 30 Rock from 2007 to 2010.

Later, he took his funny act to films like The Rocker, What Happens in Vegas, The Ten, and Meet Bill. He also appeared in works like The Bounty Hunter, Going the Distance, and the web series, The Line. His breakthrough movie role came in 2010 when he starred as a part of the ensemble cast in the comedy, Horrible Bosses.

Jason Sudeikis
Jason Sudeikis, Jason Bateman and Charlie Day in Horrible Bosses: image source

Sudeikis appeared alongside comedy actors like Jason Bateman, Jamie Foxx, and Charlie Day. He achieved mainstream success with the film and hasn’t relented ever since. Since Horrible Bosses and its sequel, he has appeared in other acclaimed works like Sleeping with Other People, We’re the Millers, and Booksmart.

His Films Have Made A Lot of Money in the Box Office

Compared to blockbuster action movies, there is no denying that comedy films, which Jason Sudeikis primarily stars in, make a lot less money. However, since he began starring in them, he has proven to be a good luck charm. His wit and comedic timing are loved by fans, who have consistently paid money to see his films.

So far, in all eleven films where he has starred in a leading role, his films have made over $797 million at the box office worldwide. When he has played a supporting role, his films, all twelve of them thus far, have recorded more than $692.7 million in global revenue. As part of an ensemble, which he has been in films like Horrible Bosses, he has seen a box office return of over $733 million.

In all, when Jason Sudeikis has played a leading role, his films have made over $1.5 billion at the box office, ranking him in at #300 in the top 300 stars in leading roles worldwide.

Jason Sudeikis Has Multiple Award Nominations

Sudeikis’ performances and skills have made a lot of money for him and movie studios, but they have also earned him plenty of award recognitions. As of 2020, the Fairfax, Virginia-born actor has received seven nominations from various award bodies.

He has received nominations from MTV Movie + TV Awards, Kids Choice Awards, American Comedy Awards, Teen Choice, and People’s Choice Awards. So far, he has won one of them, a Best Supporting Actor award at the Lost Weekend Awards for his performance in the comedy/drama, Colossal.

He Has Become a Multimillionaire

Lastly, another career achievement for the comedic actor is a significant increase in his net worth. The decision to give up basketball for comedy has proven financially rewarding, with him being estimated to be worth about $10 million, an amount accrued from making millions of people laugh.

Playing a lot of leading roles has ensured Jason Sudeikis stays at the top of the salary ranking, especially for comedic actors. But he has also made money producing projects like Detroiters and his upcoming Apple+ TV series, Ted Lasso.

Jason has also made money endorsing and making commercials for brands like NBC Sports and Applebee’s casual dining. Other sources of income include voicing video games like Grand Theft Auto and short films like Live Stream, and The Jay Z Story.

Dissecting Jason Sudeikis’s Long Term Relationship with Olivia Wilde

Before he and Olivia Wilde became a thing, Jason Sudeikis was married to screenwriter Kay Cannon. They were together for five years, from 2004 to 2008 when they separated. Their divorce was finalized in 2010.

A year after that, Jason began a relationship with Olivia Wilde. The two reportedly met each other in the fall of 2011. During an appearance on The Late Show with Stephen Colbert in April 2017, Jason spoke of how he was able to land Olivia. He said he met her for the first time at a finale party for Saturday Night Live but a romance seemed out of the question at the time because she had a boyfriend. He went on to play the long game and after some time, Olivia broke up with her boyfriend and their relationship kicked off.

Giving her account of how their life together started, it turns out that Olivia Wilde had expected Jason to ask her out on their first meeting or at least take her number. She told Allure in October 2013 that they kept running into each other over the next six months and one night, a male friend of hers walked up to Jason and said: “This is Olivia’s number, use it”.

Jason Sudeikis used it, and by October 2012, the two of them admitted to being head over heels in love with each other. Later in December, they made their red carpet debut, officially announcing themselves as the latest Hollywood couple.

Jason and Olivia Got Engaged Two Years Later in 2013

In December 2012, rumors went around about the couple’s engagement but Olivia denied it. However, within a month after the rumors began, the couple officially got engaged. It was later reported that they had gotten engaged shortly after the holidays.

In the same year, the couple got pregnant for the first time. Their first child, son Otis Alexander Sudeikis, was born in April 2014. Two years after, a daughter, Daisy Josephine Sudeikis, was born in October 2016.


Despite being engaged, in love with each other, and having a family together, Jason Sudeikis and Olivia Wilde are yet to walk the aisle. This has raised eyebrows with fans. One of them once asked Jason during an episode of Bravo’s Watch What Happens Live when he intends to marry his lady. In response, the comedian gave a very funny answer. He said they would not be getting married until weed becomes legal in every state.

Jason Sudeikis and Olivia Wilde Have Become Creative Partners

In May 2018, the couple took another step in their relationship by becoming creative partners. Jason joined Olivia Wilde’s directorial debut film, Booksmart. It was the first time the two of them would collaborate on a major project.

Contrary to the experience of other Hollywood couples who have worked together, it was a success, in terms of the process and the result. The comedy movie received critical and commercial acclaim, with 46 award nominations, including a Golden Globe and BAFTA Award nomination. It further made $24 million at the global box office from an estimated budget of $6 million.

chidimma Eze
I enjoy writing especially about the people, businesses, and events that impact our lives, but when I am not writing, you will find me catching up with family or the next movie release.


Featured Today

Related Stories