Mile High Sports

Betting the Limit

Business EN ↓ 63 episodes

Betting the Limit is a sports business podcast hosted by Drew Shore. Drew retired from professional hockey in 2021 and is now representing players as a sports agent. The podcast focuses on retired athletes who have been able to successfully pivot into the business world. As an athlete, you are constantly being bet on by someone else. Retirement is when it’s time to get out of your comfort zone and bet on yourself.

Author

Mile High Sports

Category

Business

Podcast website

www.spreaker.com

Latest episode

Sep 24, 2025

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Episodes

Founding Partner of JL Strategic Wealth Jacob Turner 28.03.2023

On episode 13 of Betting the Limit, Drew is joined by Jacob Turner. Jacob was drafted 9th overall in the 2009 MLB Draft and went on to play for the Detroit Tigers, Miami Marlins, Chicago Cubs, and Chicago White Sox. After retiring from baseball in 2019, Jacob decided to start a wealth management company, JL Strategic Wealth.

Adam Breneman, Football Broadcaster and Mercury Co-Founder 09.03.2023

On episode 12 of Betting the Limit, Drew is joined by Adam Breneman. After a knee injury derailed his dreams of playing in the NFL, Adam has turned himself into a media star who is also the founder of one of the largest NIL companies in college football. This was a fun conversation that discusses his playing career, his rise in the media world, and how he was able to transition seamlessly from bei...

David Chernow, President & CEO of Select Medical 01.02.2023

On episode 11 of Betting the Limit, Drew is joined by David Chernow. David is currently the President and CEO of Select Medical. David was set to play tennis at UCLA before a medical diagnosis rocked his world. He has found a way not only to overcome every challenge that has been thrown his way, but has grown stronger as a result of them. This conversation was great because it focuses on overcomin...

John Hayes, Former CEO of Ball Corporation 09.01.2023

On episode 10 of Betting the Limit, Drew is joined by John Hayes. John recently retired after serving as CEO for Ball Corporation for the last 11 years. John has also been involved with numerous professional sports franchises and charitable organizations. He started his professional career working in investment banking before transitioning to run to Ball, the world's largest manufacturer of recycl...

Tim Jenkins, Founder of Jenkins Elite 29.11.2022

On episode 9 of Betting the Limit, Drew is joined by Tim Jenkins. After retiring from the NFL in 2013, Tim started a quarterback development program in Denver, Colorado. That program has now grown into the premier development program for young players of all positions across the United States. Tim’s program, Jenkins Elite, originally started by training a junior varsity quarterback and is now trai...

Woody Levin, CEO and Co-Founder of Extend 10.10.2022

On episode 8 of Betting the Limit, Drew is joined by Woody Levin. Woody is currently the CEO and co-founder of Extend. After playing hockey at the University of Wisconsin, Woody received his law degree from the Chicago-Kent College of Law. Since graduating, Woody has founded and successfully exited five different companies. He also sits on the board of Draft Kings. This is a great conversation tha...

JR Butler, CEO and Founder of Shift 22.09.2022

On episode 7 of Betting the Limit, Drew is joined by JR Butler. JR is currently the CEO and Founder of Shift, a new company focused on helping retired athletes find new careers. JR played hockey at Holy Cross before working as the Chief Revenue Officer at Pillir. He has helped hundreds of athletes find jobs and understands the difficulty of retirement. JR has experienced tremendous success, but hi...

James Sixsmith and Matt Werry of Trade Context 19.08.2022

On episode 6 of Betting the Limit, Drew is joined by James Sixsmith and Matt Werry. James retired from professional hockey after 11 seasons and is now the CEO and Founder of Trade Context. The goal of Trade Context is to educate and fund day traders. Their platform can be used by traders with all different levels of experience and financial knowledge. This is a great conversation that revolves aro...

US Paralympic Snowboarder Noah Elliott 22.07.2022

On episode 5 of Betting the Limit, Drew is joined by Noah Elliot. At the age of 15, Noah was faced with a tremendous amount of adversity that would have destroyed most people. Through his resilience, work ethic, and positive attitude, he was able to overcome every obstacle that was thrown in his path. He was even forced to change sports, but that didn’t stop him from becoming a gold medalist in th...

Andrew Petcash Founder of the Petcash Post 01.07.2022

On episode 4 of Betting the Limit, Drew is joined by Andrew Petcash. Andrew is the founder of the Petcash Post, a sports business newsletter that is read by thousands daily. Andrew also is an advisor with a new tech app, Air, which is determined to help athletes get discovered from all over the world. I really enjoyed talking to Andrew about retiring from basketball after playing at Boston Univers...

Rick Batenburg, Founder and CEO of Cliintel Capital Management Group 13.06.2022

On Episode 3 of Betting the Limit, Drew is joined by the Founder and Chief Investment Officer at Cliintel Capital Management Group, Rick Batenburg. Rick retired from athletics, started a VC firm, and is now the majority owner in one of the largest cannabis companies in the United States.

DU Hockey Coach Dave Carle 26.05.2022

On Episode 2 of Betting the Limit, Drew is joined by the head coach of the University of Denver hockey team, Dave Carle. As a result of a rare heart condition, Dave was forced to retire from playing hockey right before his NHL Draft. Last month, he led the Denver Pioneers to their 9th National Championship. At the age of 32, he is the youngest coach to accomplish this in the last 44 years.

Team USA Skeleton Athlete Stephen Garbett 11.05.2022

On episode 1 of Betting the Limit, Drew is joined by retired Team USA Skeleton athlete, Stephen Garbett. Stephen retired in 2021 and is the CEO and founder of the new NFT project, The Sports Initiative. This project is designed to help the next generation of athletes across all sports.

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