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Sports Agents

Take Your Pick: Rosenhaus or Boras

Drew Rosenhaus

You’re on a boat with Drew Rosenhaus and Scott Boras, and the boat is sinking. The raft – which is yours – only fits two. Who you got?

I loved the question so much, that I had to duplicate it here. I have to credit TBL for the idea. Here are some of the humorous comments that were left at TheBigLead..

  • Put them both in the raft, then shoot holes in it until it sinks. Sit in the sinking ship and wait for the coast gaurd. Even if you go down with the sinking ship, at least you saved the world from these tools. You will be remembered as a hero.
  • Will the raft hold me, the agent and his ego?

  • The correct answer is provided my Montogmery Burns:

    “For the love of God sir, there are two seats!”
    “I like to put my feet up.”

  • Does it matter which one you pick? We all know they are just going to hold out for a better offer and drown anyways

By Darren Heitner

Darren Adam Heitner, Esq., is a preeminent sports attorney and the founder of Heitner Legal, P.L.L.C., a Fort Lauderdale-based law firm specializing in sports law, contract negotiations, intellectual property, and arbitration. He earned his Juris Doctor from the University of Florida Levin College of Law in 2010 and a Bachelor of Arts in Political Science, magna cum laude, from the University of Florida in 2007, where he was named Valedictorian of the College of Liberal Arts and Sciences. Admitted to practice in the state bars of Florida, New York, and the District of Columbia, as well as multiple federal courts, Darren also serves as a certified arbitrator with the American Arbitration Association.

As an adjunct professor, Darren imparts his expertise through teaching Sports Law at the University of Florida Levin College of Law and Name, Image, and Likeness (NIL) at the University of Miami School of Law in the Entertainment, Arts, and Sports Law LL.M. program. His scholarly contributions include authoring several books published by the American Bar Association, such as How to Play the Game: What Every Sports Attorney Needs to Know, and numerous articles in prominent publications like Forbes, Inc. Magazine, and Above the Law. His thought leadership in NIL has earned him recognition as one of the foremost experts by The Wall Street Journal, USA TODAY, and On3, and he has been lauded as a “power player in NIL deals” by Action Network and a “top sports trademark attorney” by Sportico.

Darren’s passion for sports law led him to establish Sports Agent Blog on December 31, 2005, initially titled “I Want To Be A Sports Agent.” The platform, created as a New Year’s resolution, has grown into a cornerstone of the sports agency community, offering in-depth analysis of industry trends, legal disputes, and agent-player dynamics. His commitment to the field is further evidenced by his representation of numerous athletes and sports agents, as well as his prior role as an Adjunct Professor at Indiana University Bloomington, where he developed and taught a course on Sport Agency Management from 2011 to 2014.

Darren’s contributions have been recognized with prestigious honors, including the University of Florida’s 40 Under 40 Award, the University of Florida Levin College of Law’s Outstanding Young Alumnus Award, and designation as the best lawyer in Fort Lauderdale by Fort Lauderdale Magazine. He remains an active voice in the sports law community, sharing insights through his weekly NIL newsletter and his X posts, engaging a broad audience on legal developments in sports.

3 replies on “Take Your Pick: Rosenhaus or Boras”

Say what you will about Rosenhaus, but if he’s on your side — and he’s more approachable than he might seem — he will go to the absolute wall for you.

I know that’s said of a lot of successful agents out there, and it’s also most certainly true of many, but it’s rarely said about Rosenhaus.

Jerry Jones has become the darling of the media over the last decade but he’s no different whatsoever — he wants to always win and his first loyalties are to those closest to him. It’s a very tough business, and as a person who knows many agents (some famous and some infamous), there are many, many agents I’d trust less than Drew.

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