The Truth About Federal Indictments, NIL Risks & Athlete Legal Exposure | Jonathan Osborne Ep. 494

⚖️ EPISODE 494 | THE INTERVIEW SESSIONS | SPORTS CHASERS PODCAST

Recorded: March 30, 2026 | Powered by Sports Chasers Media Group

What REALLY happens before a federal indictment? How do NIL contracts

put young athletes at legal risk? And what did the Chauncey Billups &

Terry Rozier federal gambling arrests reveal about the intersection of

pro sports and organized crime?

Host Kevin L. Warren sits down with Jonathan Osborne — former Assistant

United States Attorney, white collar defense attorney, and former

Division I basketball player — for one of the most important

conversations in Sports Chasers history.

Jonathan breaks down how federal cases are ACTUALLY built — starting

years before any arrest, built from low-level cooperators upward, and

relying heavily on cooperation. He explains hidden stages before

indictment, how to respond to subpoenas, and what defense counsel must

do when the media is already running the story. They cover sports

betting's legal danger zones, the $2.576B House v. NCAA NIL settlement,

NIL contract risks for young athletes, and why colleges hiring former

federal prosecutors signals serious enforcement ahead.

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🌟 HIGHLIGHTED CHAPTER

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🔍 Federal Investigation Myths Debunked | ⏱️ 08:14

Jonathan shatters the biggest myth in law — that a federal arrest

means an investigation just started. Cases build quietly for years

from the bottom up. A must-listen for athletes, executives, and

anyone in high-stakes environments.

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👤 CONNECT WITH JONATHAN OSBORNE

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⚖️ Jonathan K. Osborne is a Shareholder and Chair of White Collar

Defense & Internal Investigations at Gunster — Florida's Law Firm

for Leaders. Former AUSA | 150+ federal prosecutions | Harvard Law

trial advocacy faculty | Named to South Florida Business Journal's

"40 Under 40" | Appointed to Florida's 4th District Court of Appeal

Judicial Nominating Commission by Governor DeSantis in 2024.

🌐 Full Bio → https://www.gunster.com/people/jonathan-kent-osborne

🏛️ Gunster Law Firm → https://www.gunster.com

📧 Email → [email protected]

🔗 LinkedIn → https://www.linkedin.com/in/jonathankosborne/

🎙️ Podcast: Always an Athlete →

https://www.gunster.com/people/jonathan-kent-osborne

📝 Blog: Holding Court →

https://www.gunster.com/people/jonathan-kent-osborne

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🔗 CONNECT WITH SPORTS CHASERS

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🔔 SUPPORT • FOLLOW • FEEDBACK – CHASERS NATION

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Join the Chase. Enjoy the Chase. 🏁🎧

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🎼 PRODUCTION CREDITS

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🎙️ Narration: Ken Marsiglia | 🎵 Intro: Super Bowl

🎵 Outro: Buss Down | 🎵 Music: Epidemic Sound

🎛️ Music Producer: Darrell L. Warren

🎬 Intro & Outro Video: Azad S.

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