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Both Sides of the Border with Jack Armstrong

SKIN IN THE GAME logo with Jack Armstrong's headshot
Mariann Do

This week, John and Tim talk basketball and more with Jack Armstrong, Toronto Raptors Sportscaster, Analyst, and longtime Western New Yorker. They discuss the evolution of the game and get his take on the impact of sports in this region and beyond.

Skin in the Game | Season 1
Latest Episodes
  • In this episode of Skin in the Game, award-winning investigative journalist Rick Westhead joins John and Tim for a powerful and deeply reported conversation about his book “We Breed Lions” and the culture of junior hockey in Canada.
  • In this episode, John and Tim dive into the psychology, history, and surprising power of trash talk with journalist and author Rafi Kohan, whose latest book explores how a few well-timed words can shape competition, performance, and culture.
  • This episode explores the influence and leadership that impacts the future of sports. In the first half of the episode, hosts John Cimperman and Tim O’Shei are joined by Josh Barnett of Sports Business Journal. Then the episode features an encore presentation of a conversation with Troy Vincent, Executive Vice President of Football Operations for the NFL.
  • Lake Placid has long been synonymous with Olympic history, but today it’s also a case study in how sport, tourism, and economic development work hand in hand. In this episode, John Cimperman sits down with Darcy Norfolk Rowe, Director of Communications for the Olympic Regional Development Authority (ORDA), to explore the business and impact of winter sports in New York State.
  • Golf is more than a game. It’s an economic engine, a job creator, a tourism magnet, and a powerful steward of green space. In this episode, John and Tim unpack the findings of New York State’s new Golf Impact Study with guests Gina Rizzi and Tom Kaplan, revealing a side of the sport most people never think about.
  • What began in 2006 as two brothers with a van, a camera, and a belief that overlooked sports deserved real coverage has grown into a powerhouse that streams 50,000 events a year across more than 25 sports, from wrestling and track to cheer, motorsports, and elite global hockey.
  • In 2028, flag football heads to the Olympics, and USA Football is steering the ship. In this episode, John and Tim talk with Scott Hallenbeck, CEO of USA Football, and Callie Brownson, former NFL coach and current head of high-performance for the U.S. national teams, about the rapid rise of the sport and what it means for athletes across the country.
  • This week on Skin In The Game, John Cimperman and Tim O’Shei connect with Nick DeLuco, senior vice president and general manager of the newly transformed TD Coliseum in Hamilton, Ontario.
  • New York Times reporter Ken Belson, author of “Every Day Is Sunday,” joins John and Tim to unpack the business and culture behind America’s most powerful sports league, and to share why this story resonates even if you’re not a football fan.
  • This week, John Cimperman and Tim O’Shei sit down with sports business veteran Lou DePaoli, President Executive Search and Team Consulting at General Sports Worldwide. From the AHL and MLB to the NBA and now global consulting, DePaoli’s career has spanned nearly every corner of professional sports.