Leonardo DiCaprio is morphing into Kendall Roy before our very eyes

From rapping at his birthday party, to his growing baseball cap obsession, the actor is becoming eerily similar to a certain Succession character, says Maddy Mussen
Leo DiCaprio and his on-screen counterpart, Kendall Roy
Getty/HBO
Maddy Mussen14 November 2023

This week we said happy birthday to Leonardo DiCaprio, and as he turned 49, he also welcomed another new era: his seeming rebirth as long-time fan favourite Succession character, Kendall Roy!

In case you haven't noticed, the Killers of the Flower Moon star has been exhibiting some marked similarities to a certain Eldest Boy recently, but none was more glaring than the way he celebrated his birthday, at a private party hosted in Beverly Hills.

There was a star-studded guest list, of course, with appearances from Beyoncé, Kim Kardashian, Zoë Kravitz, Channing Tatum and Tobey Maguire — a roster that recalls a Succession scene featuring Kendall Roy and his publicist, Comfry, who tells him that "80 per cent" of his A-list were planning to attend to his 40th birthday bash.

Leonardo DiCaprio in his trusty baseball cap at the US Open this September
Getty Images

But the similarities don't stop there, because when DiCaprio took to the stage of his party, in front of a crowd that included Jay-Z and Snoop Dogg, he rapped to his guests.

It was, sadly, not a personalised rap dedicated to his father (or the ice caps) but a rather scattered rendition of DWYCK by Gang Starr, featuring Nice & Smooth.

Then, according to People, DiCaprio was held aloft by his guests and "carried around the room" by partygoers — a Kendall Roy wet dream. And lest we forget: KLR did initially plan to strap himself to a crucifix and sing Billy Joel at his party.

Kendall Roy in his favourite noise cancelling headphones
Graeme Hunter

As well as the Eldest Boy-style birthday bash, DiCaprio's dedication to baseball caps and sunglasses has become greater than ever in recent months — a well-known signature look of Mr Roy, who wears his quiet luxury Loro Piana cashmere caps and Jacques Marie Mage sunglasses like a suit of armour.

The pair also share a well-known love of headphones — Roy for silencing his demons, and DiCaprio for reasons we cannot elaborate on.

Then there's his new love interest, the younger, Italian model Vittoria Ceretti, who we could call DiCaprio's Naomi Pierce — a shoulder to cry on when he needs to let out some Kendall Roy-level emotions. Though we suspect this will be less daddy issues-focused and more climate change or Heart of the Ocean related.

Netflix's "Don't Look Up" World Premiere
Leonardo DiCaprio
Getty Images

And let's not forget that DiCaprio is a well-known activist, like our boy Kendall Roy, who infamously ended all oppression of women when he shouted "F**k the patriarchy!" outside a charity gala.

Plus, not to blur the line between Jeremy Strong and Kendall Roy (though Jeremy Strong has been doing this for years), but DiCaprio is known to dabble in method acting, and there's an incredibly Kendall Roy moment in Django Unchained where Leo smashes a glass and continues with the scene while bleeding, somewhat unnecessarily. It's giving Kendall.

So maybe it all sounds a bit corkboard and red string, but to the trained eye, the connections are clear as day. I, for one, welcome Leonardo DiCapriRoy's next move: hopefully it involves Tuscany and some kind of coup.

Create a FREE account to continue reading

eros

Registration is a free and easy way to support our journalism.

Join our community where you can: comment on stories; sign up to newsletters; enter competitions and access content on our app.

Your email address

Must be at least 6 characters, include an upper and lower case character and a number

You must be at least 18 years old to create an account

* Required fields

Already have an account? SIGN IN

By clicking Sign up you confirm that your data has been entered correctly and you have read and agree to our Terms of use , Cookie policy and Privacy notice .

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Thank you for registering

Please refresh the page or navigate to another page on the site to be automatically logged in