Now It's Legal with Jim Cavale

About 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 athletes across 200 college athletic programs. INFLCR has since been acquired by sports tech titan, Teamworks. In 2023, Jim founded Athletes.org (http://athletes.org/) 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. Tune in to a new episode every Wednesday and join in on the conversation on social with @nowitslegalpod and @jimcavale.

Publisher

Now It's Legal

Category

news · sports

Language

en

Explicit

No

First episode

26 Mar 2024

Latest episode

3 Feb 2026

Latest episodes

35 episodes in the feed.

1. 

   3 Feb 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.

2. 

   27 Jan 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.

3. 

   20 Aug 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.

Who has been a guest on Now It's Legal with Jim Cavale

Names identified in recent episode analyses. Showing up to five guests.

• Josh Pastner
• John Talty
• Armen Keteyian

Reach and audience

Public platform figures. Ratings count people who left a rating, not total listeners.

YouTube views

9,722

Score snapshot 15 Sept 2025

Apple Podcasts (US)

4.7 / 5

11 ratings

Podcast Authority Score: 55 / 100

A composite of feed quality, social presence, YouTube performance and engagement. Read the methodology.

Quality

55

Social presence

0

YouTube

68

Engagement

71

Contact Now It's Legal with Jim Cavale

Guest appearances

Books guests

Based on episode analysis; this does not confirm that the show is currently accepting guests.