
Now It's Legal with Jim Cavale
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Podcast Overview
<p>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.</p><p>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.</p><p>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 athletes across 200 college athletic programs. INFLCR has since been acquired by sports tech titan, Teamworks.</p><p>In 2023, Jim founded <a href="http://athletes.org/">Athletes.org</a> which which is the players association for college athletes to negotiate the best terms for their college athletics experience. AO provides its member athletes with a free membership, empowering them with a voice, on demand support, and group licensing income in the same ways that professional league associations do for their member athletes.</p><p>Tune in to a new episode every <strong>Wednesday</strong> and join in on the conversation on social with @nowitslegalpod and @jimcavale.</p>
Language
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Publishing Since
3/26/2024
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Recent Episodes

February 3, 2026
De Smith Part 2 - Now It's Legal with Jim Cavale - February 2026
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.

January 27, 2026
DeMaurice Smith - Now It's Legal with Jim Cavale - 2026 E1
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.

August 20, 2025
Chris Ogden - Now It's Legal with Jim Cavale - S3E7
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 sustainable model for athletes and programs alike.
35 total episodes available
Recent guests on Now It's Legal with Jim Cavale
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Josh Pastner
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John Talty
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Armen Keteyian
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- What is Now It's Legal with Jim Cavale?
<p>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.</p><p>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.</p><p>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 athletes across 200 college athletic programs. INFLCR has since been acquired by sports tech titan, Teamworks.</p><p>In 2023, Jim founded <a href="http://athletes.org/">Athletes.org</a> which which is the players association for college athletes to negotiate the best terms for their college athletics experience. AO provides its member athletes with a free membership, empowering them with a voice, on demand support, and group licensing income in the same ways that professional league associations do for their member athletes.</p><p>Tune in to a new episode every <strong>Wednesday</strong> and join in on the conversation on social with @nowitslegalpod and @jimcavale.</p> - How often does this podcast release new episodes?
This podcast updates bi-weekly.
- Where can I listen to this podcast?
This podcast is available on 6 platforms including Apple Podcasts, Spotify, and more. You can also use the RSS feed directly.
- Does this podcast accept guests?
Yes, this podcast regularly features guests.
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