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Top 5 Leonardo DiCaprio Performances

Leonardo DiCaprio is a rare sort of actor nowadays. He is the most profitable outside of those who have worked in superhero franchises and manages to still pull in an audience of all kinds. Beloved since his career-making turn as an autistic teenager in 1993’s What’s Eating Gilbert Grape? DiCaprio has evolved from child star to young heartthrob, playboy to a mature rounded actor who can seemingly master any role he plays. This year saw his second collaboration with renowned director, Quentin Tarantino and it hs propelled him into the race for the Best Actor gongs this awards season.

During a time where his star someone seems to still be on a rise despite being at the top of his game, I thought I’d compile a list of my top 5 performances from DiCaprio. This proved difficult and it’s not to say that anything excluded means that it’s bad, I just didn’t have the space.

Here’s my top 5 in chronological order:

What’s Eating Gilbert Grape? (1993)

The film that brought DiCaprio to worldwide attention and melted the hearts of a global audience, DiCaprio plays Arnie Grape, the younger brother of the titular character (played by Johnny Depp), who acts as his carer. Playing a role such as Arnie is deeply complex and requires much maturity that a lot of actors don’t possess, but DiCaprio shows his dedication to the craft beautifully. Arnie is a hopeful individual who Gilbert thinks the world of. DiCaprio’s performance is tender and layered as we see the character’s frustration rise throughout the film until it explodes. It earned DiCaprio a well-deserved Oscar nomination for Best Supporting Actor (many people even think he should have won). A role such as this would be a good enough highlight for any actor’s resume, but for DiCaprio, this is only the beginning of a blossoming career.

Titanic (1997)

I would be lying if I said this wasn’t my favourite DiCaprio performance. The iconic love story that defines the Hollywood blockbuster and tells the fictional story of two star-crossed lovers on the doomed 1912 liner that sank to the sea after hitting an iceberg. DiCaprio plays Jack Dawson, an artist with a hard-working attitude who wins tickets for the Titanic at a game of poker. He stays in a third-class cabin with his friend Fabrizio (Danny Nucci) and fate hands him a meeting with the beautiful first-class passenger, Rose DeWitt Bukater (Kate Winslet). If What’s Eating GIlbert Grape? was a stroke of luck then Titanic cemented his superstar status. He lost out on a much-deserved Oscar-nomination but he was instantly recognised by fans everywhere. Jack and Rose’s story immediately became synonamous with classic Hollywood and the film is still loved around the world. I can’t even begin to explain how much I love this film. It must be among my most watched films of all time and partly because of the sincerity and heart in DiCaprio’s performance.

The Aviator (2004)

DiCaprio’s first collaboration with Martin Scorsese showed that DiCaprio is more than capable of leading a dramatic feature at top billing. He does so perfectly in this Howard Hughes biopic in his turn as the legendary producer through the high times of his career. DiCaprio won a Golden Globe for his performance and lost out on an Academy Award. The Aviator is an interesting insight into the Golden Age of Hollywood and what people will do to hold onto the power and fame that they have. Even against a strong supporting cast, particularly Cate blanchett in an Oscar-winning turn as Hughes’ love interest, Katharine Hepburn, DiCaprio holds himself with ease. I was torn between this and his more recent Scorsese collaboration, The Wolf of Wall Street but I think that this film bridges the gap between his heartthrob days and his breaking into “serious” acting as he isn’t afraid of allowing him to become immersed in the role.

Django Unchained (2012)

After scheduling conflicts got in the way of him playing Hans Landa in Inglourious Basterds (2009), Quentin Tarantino cast DiCaprio as the evil plantation owner, Calvin Candie who is introduced into the 3 hour film halfway through but manages to make such an impact that it influences the entire film. The film follows former slave, Django (Jamie Foxx) as he and bounty hunter Dr. King Schultz (Christoph Waltz) seek to track down and free Django’s wife, Broomhilda (Kerry Washington) who has been sold to Candie and works at his Candieland plantation. It’s a film that was mired in controversy from the beginning due to its excessive use of racial slur and extreme violence. The hard-hitting parts of the film come from Candie’s treatment of the slaves such as forcing them to partake in “Mandingo fighting” where two black men are forced to fight to the death for their owners’ entertainment. The scene is brutal and hard to watch as Django looks on helplessly as Candie cheers as his man wins. What makes this role so different for DiCaprio is that this role is the first where his character is not lovable in any way. Candie’s evil nature is clear when he has a slave ripped to shreds by dogs in front of Django to show his power as a white man.

Once Upon a Time in Hollywood (2019)

In his second collaboration with Tarantino, DiCaprio is promoted to the leading role as fading actor, Rick Dalton. Once Upon a Time in Hollywood is witty and shows DiCaprio in top form. I have written a full review which you can read here. I wouldn’t be surprised to see DiCaprio’s name filling up nomination spots come awards season as this is a role that he pulls off fantastically as the self-pitying, alcoholic actor.

As I come to the end of this list, I want to give a really special shoutout to his mega turn as Jordan Belfort in martin Scorsese’s 2013 hit, The Wolf of Wall Street. Admittedly, this is the top 5 that my gut went with and it breaks my heart not to include this or his Oscar-winning turn in Alejandro Gonzalez Inarritu’s The Revenant but as I said in my introduction, there are so many performances to choose from and they are the five that made the biggest impact on me.

What do you think? What’s your favourite Leonardo DiCaprio performance? Let me know in the comments below!

Once Upon a Time… in Hollywood (2019)

Arguably the most hyped film of the year sees acclaimed director Quentin Tarantino return to his native Hollywood for his ninth (and penultimate) outing. Set in 1969 where hippies reigned and Hollywood stars are quickly on the wain, this film was always going to be the most personal for Tarantino as this film provides the backdrop of his own childhood. It’s a film that provides plenty of Tarantino techniques as well as showing his growth as a filmmaker and storyteller.

It seems only natural that a film set in Hollywood should discuss the cast first. A star studded ensemble headed by Oscar winner, Leonardo DiCaprio in his second collaboration with Tarantino as leading man Rick Dalton who is in desperate need for a decent role to revitalise his waning career. Dalton seems to wallow in self-pity as he is offered role after role on television but isn’t satisfied with the characters. Dalton is the polar opposite of DiCaprio, who is at a point in his life where he is playing some of the most interesting and challenging characters in film today. Ironically, the best character Dalton plays is himself, with a complex self-hatred which contrasts with his desire to see his face everywhere he goes (his house is cluttered with movie posters and his car parking space has a giant painting of his face). Dalton is surrounded by the expectations of the man he once was that he cannot live up to the standards of the actor he could be now. One of the best scenes in the film sees Rick have a drunken breakdown in his trailer when he lightly messes up a scene. Promising never to drink again as he swigs from his whiskey flask, it’s abundantly clear that Dalton’s worst enemy is himself. Partner this with Brad Pitt’s cool and collected Cliff Booth, Dalton’s long-term stunt double who lives in a crammed trailer with his dog behind a drive-through cinema, Cliff dreams of stability after allegedly killing his wife but his rough nature gets in the way. Featuring a controversial scene in which he beats the shit out of Bruce Lee, Booth appears introverted and vulnerable but has a violent streak in a bid to survive.

One of the major talking points in the run up to the film was the handling of Hollywood actress, Sharon Tate, who was one of the real life victims of the Manson Murders. Portrayed by Margot Robbie, we see Sharon in the early stages of her career. From the get go, this was a perfect casting choice. Robbie has shown her strengths and growth as an actress from her breakout role in The Wolf of Wall Street to her Oscar-nominated turn in I, Tonya where she portrayed infamous ice-skater, Tonya Harding. Tate is a more relaxed departure and has a naivety as she navigates her career and enters public life alongside husband, Roman Polanksi who at this point had achieve international acclaim for Rosemary’s Baby. Renowned for her beauty and kind-nature, Tate was in the midst of releasing new film The Wrecking Crew in 1969. In a scene that is both heartwarming and breaking at the same time, we see Tate sneak into a cinema to watch her film among the general public. Her reactions as the audience laugh and cheer her character on allow us to see the woman behind the eventual tragedy, an opportunity for her to be known for something more than a murder victim. Of course it wouldn’t be a Tarantino film if we didn’t see someone’s feet which confused audiences alike. I think it was Tarantino’s way of paying tribute to her while also breaking the blur between reality and fiction. An odd tribute but a tribute all the same.

The big turning point in the film comes when Cliff visits Spahn Ranch, home of Charles Manson’s “family” after an encounter with a potentially underage member (Margaret Qualley). The tone mirrors that of a horror film as Cliff walks the long path to the head house to check on its owner, George Spahn (Bruce Dern). I think that this will go down as one of Tarantino’s best scenes as the direction is impeccable. By this point we’ve seen Cliff’s ability to fight so we know that he is capable of defending himself; however, Tarantino uses the hindsight and context of the situation to drive fear in the audience as crowds of young, waif-like hippies crowd around him in droves. It’s a scene that combines the suspense of The Hateful Eight, the Western qualities of Django Unchained and the hazy Californian setting of Pulp Fiction that brings something quintessentially Tarantino while also showing us something new.

Now for my favourite part of any film – the script! I wouldn’t be surprised to see Tarantino among the nominees for Best Original Screenplay come awards season. He may even walk away with his third gong at the Academy Awards. The dialogue seems sharper and more realistically placed than his previous offerings. Tarantino does a great job of recreating his childhood through detailed settings and timely cultural references. Whereas Pulp Fiction has plenty of iconic quotes and relies on the words on the page, Once Upon a Time… In Hollywood is quite the opposite and much like its subject, it closes in on the actors and is very physically demanding. The film is largely reserved in its violence for the most part, culminating in a massive showdown at the end which justifies the 18 certificate it received. The film is profoundly analytical and draws more similarities to Boogie Nights than Pulp Fiction in my eyes due to the exposure of the grit beneath the glamour of stardom. Tarantino also takes away his use of “chapters”, instead splitting the films into specific days in the run up to the day of the Manson murders. The direction is brilliant in that it showcases a global talent from the confines of his house for the most part. The importance of the home is reiterated throughout the film as Sharon and Roman have recently moved in to the house next door to Rick who mainly stays in (mostly in part to the drinking problem he has as well as his will to ostracise himself). This is ultimately a film about Tarantino’s home literally and figuratively through his childhood but also cinema as a safe place.

The scope of this film is so vast that it is simply impossible to discuss every aspect in one simple review but it’s definitely a film that requires more than one watch. I wouldn’t be surprised if Tarantino even walked away with his long awaited Best Director Oscar which would thoroughly be deserved. This is the film that he was born to make and only builds up even more hype for his alleged final film. I have a feeling that this will be the film to beat.

Have you seen Once Upon a Time… In Hollywood yet? What did you think?

Let me know in the comments below!