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6 Actors Who Have Never Won An Oscar But Deserve To

After February, the reasons why often don”t matter. Still, from factors large to small, several actors and actresses walk away from the Academy Awards each year as losers. It might have been an honorary nomination. It might have been an unbeatable opponent. It might have been bias on behalf of Hollywood. Cinematic history is filled with actors and actresses who deserve to have won Oscars but have not accomplished the goal. Here”s our top 5.

Actors or actresses that have won an Academy Award for any of the following did not qualify: Best Lead Actor, Best Lead Actress, Best Supporting Actor, Best Supporting Actress.

1. Leonardo DiCaprio: This list cannot start without Leonardo DiCaprio. Nominated for three Oscars through his career, he has yet to take home Hollywoods top prize. He’s lost to legends such as Tommy Lee Jones (The Fugitive, 1994), Jamie Foxx (Ray, 2004) and one of the greatest individual performances of all time, Forest Whitaker in The Last King of Scotland (2006). Furthermore, he was not nominated for his roles in Titanic, Catch Me If You Can, Gangs of New York or Inception. This year Leo will have a chance to make another run at the award as he plays Jay Gatsby in The Great Gatsby.

2. Samuel L. Jackson: Samuel L. Jackson makes our list out of pure intrigue. Acting since he was just 24, Jackson has been credited as starring in more than 100 movies and has been nominated a total of one time. That one time was for 1994′s Pulp Fiction. He lost to Martin Landau. Since then, he’s generally taken roles in higher budget films that are rarely recognized by the Academy. At age 65, Jackson’s chances for an Oscar are drying up quick. Still, as Christopher Plummer demonstrated last year, you’re never too old to win. Plummer won for his supporting role in Beginners at age 81.

3. Will Smith: Will Smith lives a rare double life in Hollywood. He makes his money starring in movies like Hitch and Bad Boys but has real talent as an actor which he demonstrates in films like The Pursuit of Happyness, Seven Pounds and Ali. Nominated twice, his chance to win came in 2006 for The Pursuit of Happyness, when he became the second casualty of Forest Whitaker. It should also be noted that he failed to secure a nomination in 2009 for Seven Pounds, a role that he poured huge emotion into. He would have come up short regardless as Jeff Bridges won in what we can only imagine was a landslide.

4. Jessica Chastain: The youngest and only actress on our list is Jessica Chastain. At age 35 she has been acting for nine years and has already received two Oscar nominations. The reason she makes this list is because in both cases she deserved to have won. She was beaten by one of the most unforgettable performances in recent memory and co-star Octavia Spencer for 2011′s The Help and by Hollywoods hottest up and coming star at this years awards, Jennifer Lawrence for Silver Linings Playbook. People will have their doubts about the accuracy of Zero Dark Thirty, the movie she was nominated for this year. What you cannot deny is how powerful a performance Chastain gave. You can imagine that Chastain will have plenty of chances to win in the future but as of today, she joins this list.

5. Tom Cruise: What can you say about Tom Cruise. He’s a superstar actor with a reputation for being crazy. Despite an IMDB page fit for a 13 year old boy, Tom Cruise has starred in his fair share of memorable roles. Cruise has been nominated three times. In 1990 he lost to Daniel Day-Lewis. In 1997 he lost to Geoffrey Rush. In 2000 he lost to Michael Caine (supporting). As you can see, the competition has never been easy. The movie out of these that sticks out is 1997′s Jerry Maguire, a role he could have easily won for. Keeping in mind that I was born in 1988, it is hard to believe that he didn”t receive nominations for any of the following films: Risky Business (1983), Top Gun (1986) or A Few Good Men (1992).

6. Matt Damon: To be fair, if you were to look in Matt Damon’s trophy case, you would find an Oscar. In 1997 he and Ben Affleck won for their Best Original Screenplay, Good Will Hunting. Still, through his years of acting he has never won an acting Oscar. He”s been nominated twice. Once for the aforementioned Good Will Hunting and the other for 2009″s Invictus. It makes perfect sense that he didn’t win in those two years as he was not the best actor in either case. For our money, the Bourne trilogy were some of the best action movies ever and his work bouncing off Brad Pitt and George Clooney in the Oceans saga was brilliant. Still, it seems unfathomable that someone with his track record has never taken home an acting award. Damon will win and being only 42 (third youngest on the list. Leo is 2nd) he has plenty of time.

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