Olsen made his acting debut in an American television anthology series called Beyond Belief: Fact or Fiction created by Lynn Lehmann. In 2001, he appeared in the Mean People Suck, starred along with Dominique Swain. Matthew Cole Weiss directed the movie; its total budget was $10,000.
Olsen rose to fame after his appearance in an American comedy movie, Not Another Teen Movie, directed by Joel Gallen. The co-stars of this movie are Chris Evans, Jaime Pressly, and Lacey Chabert. The movie's gross collection was $66.5 million while the budget $15 million budget. After a couple of years, he appeared in an American comedy film, Dumb and Dumberer: When Harry Met Lloyd, which box office collection $39.3 million at the box office.
In 2008, Olsen appeared in an American action techno-thriller movie, Eagle Eye, which was directed by D. J. Caruso. The cast members of this movie are Michelle Monaghan, Anthony Mackie, and Billy Bob Thornton. The movie became a huge hit and made a collection of $178.1 million on $80 million budget.
Similarly, Olsen appeared in numerous movies and television series including, The Last Kiss, The Comebacks, The Six Wives of Henry Lefay, The Thing, Band of Robbers. As well as, featured in Battle of the Sexes, Black Cat Run, Lessons Learned, Smallville, Write & Wrong, Brothers & Sisters, Kick Buttowski: Suburban Daredevil, and Star vs. the Forces of Evil.
Olsen is an American by nationality and belongs to white ethnicity. He began dating his girlfriend, Sarah Wright, an actress and former model. The couple dated each other for a long time and they got married. The couple blessed with two children; a son, Wyatt Oliver Olsen, and a daughter, Esme Olivia Olsen. He lives a happy married life with his wife and has no any rumor of divorce between this couple.
Olsen is one of the popular celebrity in the Hollywood industry, who earns a huge amount of money from his professional acting career. According to some source, his current net worth is estimated at $46 million. Recently, he bought a new house in Pacific Palisades, California at the cost of $1.35 million, which is 1,600 square-feet and has 3 bedrooms and 2 bathrooms.