Welcome to the NFL, Rook! Lawyers Wrangling Elites & Egos

12 Dec , 2025

To register for the upcoming live webinar, please check back later.

The always idiosyncratic Nassim Taleb likes to say, “Nothing is more permanent than ‘temporary’ arrangements...” This course explores current challenges of lawyers representing and advising elite (entitled) athletes, bombastic sports agents, and flawed institutions operating in today’s mercurial and shifting compliance environment. Welcome to the NFL, Rook! gives lawyers an inside look at current developments in the NFL, NCAA, and Washington’s WIAA — focusing on client management, let’s call it “gray-area” decision-making, and emerging regulatory trends that every sports or compliance professional should understand.

 

Key Topics:

 

We’ll examine impactful real-world issues from the past few years, including:

 

  • The NFLPA’s leadership controversies and allegations such as ‘nudging’ disgruntled players to embellish injuries for trade leverage, holding ‘ol timey union meetings at strip clubs and a new FBI investigation involving potential self-dealing and conflicts of interest by union leadership.
  • Agent discipline and competition in a marketplace where only 1,700 NFL players are represented by roughly 1,000 circling, hungry agents (AKA – a recipe for rationalizations and bad decision making when the rent is due).
  • NCAA investigations into athlete wagering and improper benefits, and what these settlements and punishments reveal about compliance lapses and risk.
  • The House v. NCAA settlement, creating the first-ever revenue-sharing model in college sports, introducing new roster and scholarship rules, implementing new Name, Image, and Likeness (NIL) reporting requirements, and the establishment of a third-party enforcement group (College Sports Commission).
  • The February 2025 NCAA transgender athlete policy change contrasted with Washington’s WIAA policy, highlighting the complexity of balancing inclusion, fairness, and eligibility.
  • The expanding reach of (NIL) opportunities at the college and high school levels, and the compliance and reputational concerns they raise.

To register for the upcoming live webinar, please check back later.

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