Being Leo’s Assistant Includes Taking Punches at the Club and Role Playing

We all love Leonardo DiCaprio, but how many of us love him enough to spend our days holding umbrellas over his head so the paparazzi can’t get snap a photo of him making a weird face? 

Kasi Brown does. In 2003, she worked as Leo’s personal assistant while he was shooting “The Aviator,” and let’s just say that the position sounds weirder than the idea of Leo settling down with a nice brunette does.  

Here’s everything we learned from Kasi about what working up close and personal with the king of the world is really like.


Halloween is Leo’s favorite holiday…

…and no, it has nothing to do with the fact that it’s the one day a year when girls can dress like total sluts and nobody can say anything about it. Apparently he just really REALLY likes the anonymity. “He said it was nice to be able to walk amongst people and interact with them without recognition,” Kasi told the Huffington Post. Deep.

Although TBH, the idea of interacting with Leo and not being aware of who he is sounds like something that could only happen in a movie. 

Leo is “very smart” about everything.

Apparently, Leo is a walking encyclopedia of knowledge about “politics, pop culture, history, you name it.” Oh, and he also has a “wicked sense of humor.” 

He’s the kind of boss who writes you thank you notes on personalized stationary.

Look at this totally not fake note he wrote Kasi to thank her for agreeing to work for him:


So personal!

He really didn’t like it when Kasi wanted to role play with him.

“Sometimes, I would pretend that he was the stereotype of an entitled celebrity and when he would ask me to do something, I would bow and in a beaten-down voice say, ‘Yes, sir, anything you like sir, anything else, sir?’ and he would laugh and tell me to knock it off,” Brown said.

Because that’s not weird at all. 

Being Leo’s assistant meant going to the club… a lot

Apparently this one time in Montreal, this one girl got REALLY crazy and “punched [Kasi] in the arm in a club to get close to him.”

He has enough free time to watch your weird sketch comedy clip.

The bond that Kasi made with Leo was so strong that nearly a decade after she’d worked for him, Leo would still go out of his way to give her feedback and encouragement on all her various artistic projects — even this weird AF clip she put on YouTube back in 2010.

Officially adding “Leo’s Personal Assistant” to my list of dream jobs.

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