Opinion

The company I would keep: Choosing an ‘Entourage’ not as easy as it seems

Goodbye, Vince; goodbye, E; goodbye, Turtle; goodbye, Drama and even goodbye, Ari.  Sunday night was the final episode of “Entourage,” and now I am left to figure out what I am going do with an extra half hour each week. So far I’m holding up just fine. Inspired by Vince and the gang, I thought about what celebrity entourages I would want to join.

There were so many factors to consider when picking what entourages I would want to be a part of, because the goal is to be as close to the celebrity lifestyle as possible without actually being a celebrity. There were so many people to choose from in all areas of the entertainment industry — whether it is music, acting or sports, the choices are endless.

It also crossed my mind that maybe I’m limiting myself. “Entourage” is about four men, but female celebrities also have entourages. In fact, I bet female celebs roll 10 to 15 deep or more, so that got me thinking what female celebrity entourages I would want to be a part of: Do I see myself hanging with Rihanna or Beyoncé, or maybe Sandra Bullock or Reese Witherspoon, or god forbid one of the Kardashian sisters? I’m sure I would have fun in any one of those female entourages, but having fun isn’t the only prerequisite for

an entourage.

One thing “Entourage” showed me is the unconditional love and loyalty friends can have for one another, and if I were in a female celebrity’s entourage, this might be missing. This unconditional love and loyalty among guy friends should be treasured.

So whose entourage would I want to join if given the choice? This actually was not that hard to decide. I tried to pick one person from each area of the entertainment industry, that way there were no duplicates and I am a man of variety, so varied experiences are a must. The only problem I had was trying to figure out where the Dos Equis man fit.

The first entourage I would want to join would be Jay-Z’s. I understand that Jay-Z is a polarizing musician, but I find it hard to believe that it wouldn’t be cool to be close to Jay. He can lavish you with gifts, introduce you to other famous musicians, and maybe he would even let you drive his Bugatti, which happens to be a gift from his just as famous wife, Beyoncé. And if you’re friends with the husband, by default you are at least friendly with the wife.  That’s the first rule of friends and marriage.

When it comes to athletes, you have young guys with a lot of money who often like to live dangerously.  Without a doubt, basketball players have the best entourages. I’d compare basketball players to middle school girls. The players, much like tween girls, are flashy. Their goal in life is to one-up each other, similar to middle school girls, and the results are big pay days. However, the athlete whose entourage I would like to join isn’t a basketball player; he’s a baseball player.

For me, Derek Jeter is the epitome of the American athlete.  He’s a winner and virtually owns New York City. The people you would meet and the places you would go would remind you of that famous Dr. Seuss book I had to read my senior year of high school.

Finally, the one movie star I feel as if I could get along with based on nothing other than the fact that I like his movies is Leonardo DiCaprio. Imagine hanging out with Leo at a Lakers’ game. I mean, this is the star of movies like “Inception,” “The Departed,” “Gangs of New York” and a small little film about a really big boat called “Titanic.” He dates supermodels not because he wants to, but because he can.  The only reason he hasn’t played a superhero yet is because he wouldn’t be acting anymore.

“Entourage” was a really good show and I’m going to miss it. I feel like Jeremy Piven (who plays Ari Gold) put it best when he said, “Don’t be sad because it’s over; smile because it happened.”

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May 1st, 2026

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