⚖️ 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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🌐 Website → https://sportschaserspodcast.net/
🛒 Merch → https://1800tshirts.chipply.com/ng/store-closed.html?eventid=370873
🤝 Affiliates → https://sportschaserspodcast.net/affiliate/
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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.
#SportsChasers #ChasersNation #JonathanOsborne #FederalProsecutor
#WhiteCollarCrime #NIL #SportsLaw #SportsBetting #InterviewSessions
