Why doesn’t Leonardo DiCaprio have an Oscar?

Leonardo Dicaprio in Baz Luhrman's Romeo and Juliett

“O, wilt thou leave me so unsatisfied?”

There are numerous films, actors and directors who should have won The Academy’s ultimate gong, in all our opinions. The whole point of watching Oscar’s night lies in spending weeks making predictions and then shouting at the TV screen when our favourites don’t leave in their limos carrying a golden statuette under their arm.

Yet, there is one Oscar omission which perplexes and shocks me more than any other every single year. Exactly why hasn’t Leonardo Dicaprio ever won an Oscar?

He’s not short of other accolades and even Oscar nominations –

2007 – Best Performance by an Actor in a Leading Role – Blood Diamond

2005 – Best Performance by an Actor in a Leading Role – The Aviator

1994 – Best Actor in a Supporting Role – What’s Eating Gilbert Grape

Yet, on each of these occasions, he has been overlooked for the award and on many more occasions not even received a nomination at all! Here are three reasons why Leonardo Di Caprio’s mantelpiece should be glittering – in no particular order of course.

Catch Me if You Can – an unforgettable and convincing performance in this true story about Frank Abergnale who successfully impersonated an airline pilot, doctor and attorney general and managed to cash more than $2.5 million in fraudulent cheques.

Inception – The thinking man’s blockbuster which showed me that Hollywood can be intelligent. I’m not claiming to have totally understood this film yet, but I did understand how great much of the acting was – Leo, obviously included.

Blood Diamond – A great piece of work. He was at least nominated but should have won for his excellent portrayal of Danny Archer at the time of the Sierra Leone Civil War.

And the best of the rest –

Shutter Island – tense, thrilling and full of twists and turns, you don’t know what to believe as Teddy Daniels starts to doubt his own sanity in this psychological thriller.

The Departed – one of the best re-makes ever made! Leonardo DiCaprio is outstanding as William “Billy” Costigan Jr. in Martin Scorsese’s crime thriller.

Gangs of New York – a stand out performance from Leo in a cast of fellow legends.

Revolutionary Road – I promised myself I wouldn’t post the word Titanic but I loved the return of my favourite Hollywood power couple in this 2008 Sam Mendes film.

Django Unchained – excellently portrayed, Leonardo is a cruel plantation owner in Quentin Tarantino’s western.

Romeo and Juliet – in Baz Luhrmann’s modern day Verona, Leo plays the star-crossed lover and feuding, gun-toting Romeo.

The Aviator – loved Scorsese’s American biographical drama about aviation pioneer Howard Hughes and loved how Leo brought this story to life.

A friend of mine recently pointed out what a shame it is that the Oscars ceremony is held on a Sunday in the wee hours of the morning in the UK, as this stops us from hosting an Oscars party and celebrating or commiserating with champagne and canapés – or at least beer and takeaway pizza. Strange as it may sound, at the ripe old age of 34, this is the one thing I am now looking forward to about retirement. Hopefully my first retirement Oscar’s party won’t coincide with Leo’s first acceptance speech and he’ll have been honoured long before then!



2 thoughts on “Why doesn’t Leonardo DiCaprio have an Oscar?

  1. Pingback: Quick Fire Review : The Great Gatsby (2013) | What Have You Done To Deserve This?

  2. Pingback: Quick Fire Review: The Wolf of Wall Street | What Have You Done To Deserve This?

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