Now It's Legal with Jim Cavale

In July 2021, NIL forever changed the trajectory of college athletics. It’s been a long time coming as the NCAA has long needed changes like NIL, the transfer portal, revenue sharing and other benefits for college athletes.We introduce to you the Now It’s Legal podcast. Join us as we discuss the industry that holds the hearts of millions of fans who want to understand where its trajectory is heading. We are talking to those who are invested in and affected by NIL including: Former and current college athletes, presidents and head coaches, broadcasters and media personalities, investors and more. This is just the beginning of NIL and what it means for the future of college athletics.Host Jim Cavale is a former college athlete and entrepreneur who has become an advocate for young athletes across the country. In 2017, he created the INFLCR app that allowed athletes to build their brand on social media, and in 2021, evolved into the NIL management technology for more than 100,000 athlete

Now It's Legal with Jim Cavale is a news podcast hosted by Now It's Legal, with 28 episodes on record and a Required Pod Score of 80. PitchCentric scores this show on Booking Probability, Listen Score, and live audience signals refreshed every 24 hours.

Now It's Legal hosts Now It's Legal with Jim Cavale, a news show with 28 episodes published.

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  Now It's Legal with Jim Cavale

  De Smith Part 2 - Now It's Legal with Jim Cavale - February 2026

  Feb 3, 20261h 11mS0

  <p>In Part Two of Now It’s Legal’s conversation with DeMaurice Smith, the focus shifts from the NFL to college athletics and the structural failures now playing out in real time. Drawing on his experience leading the NFLPA through multiple collective bargaining agreements, Smith explains why college sports are facing unprecedented instability: a lack of accountability, no collective bargaining framework, fragmented leadership and decision-making driven by emotion rather than rational business strategy.</p>

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  Episode #1

  DeMaurice Smith - Now It's Legal with Jim Cavale - 2026 E1

  Jan 27, 20261h 2mS2026

  <p>In the 2026 season premiere of Now It’s Legal, host Jim Cavale and Athletes.org co-founder Brandon Copeland sit down with former NFL Players Association Executive Director DeMaurice “De” Smith, who led the NFLPA from 2009–2023. The conversation traces Smith’s unexpected path to union leadership, the motivations behind his book Turf Wars and the existential battle between NFL players and league ownership that culminated in the landmark 2011 Collective Bargaining Agreement.</p>

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  Now It's Legal with Jim Cavale

  Chris Ogden - Now It's Legal with Jim Cavale - S25E7

  Aug 20, 202553 minS0

  <p>In this week’s episode of Now It’s Legal, Jim Cavale sits down with Chris Ogden, General Manager of Texas Men’s Basketball, to unpack the complexities of building a competitive roster in the modern era of college sports. Ogden shares how his role as part recruiter, part negotiator, part strategist, has rapidly evolved amidst a chaotic landscape of NIL, the transfer portal and the House settlement. He explains how retention, culture, fit and long-term development must now be balanced with real-time market pressures and limited structure. Despite the volatility, Ogden advocates for standardized contracts, shared rules and a sust...

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  Now It's Legal with Jim Cavale

  Bubba Cunningham - Now It's Legal with Jim Cavale - S25E6

  Jul 30, 202532 minS0

  <p>In this episode of Now It’s Legal, Jim Cavale sits down with UNC Athletic Director Bubba Cunningham to discuss the future of college athletics amid growing legal, economic and structural challenges. Cunningham shares insights on his planned transition from the AD role and the strategic decision to bring in Steve Newmark, a professional with broad business experience. The conversation dives deep into the evolving economic model in college sports, emphasizing the urgent need for enforceable rules, potential for collective bargaining and the consequences of inaction, including the loss of Olympic sports and further institutional disruption. In this episode, Cu...

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  Now It's Legal with Jim Cavale

  Mark Byington - Now It's Legal Podcast with Jim Cavale - S25E5

  Jul 16, 202533 minS0

  <p>Mark Byington is currently the head coach of the Vanderbilt University men’s basketball team. Prior to this role, he was the head coach at James Madison University, leading the team to its most successful four-season run in more than 30 years. From 2013-2020, Mark was the head coach at Georgia Southern, achieving three-consecutive 20-win seasons. Before becoming a head coach, he was an assistant coach at Virginia Tech and the College of Charleston.</p><p>Mark joins Now It’s Legal to discuss his current role as the head coach of the Vanderbilt University men’s basketball team, and his ex...

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