In this episode of Long Story Short, we sit down with Michael Copeland, President and CEO of Woodbine Entertainment, whose career has spanned law, consulting, and professional sports leadership. Michael opens up about what it takes to navigate bold career pivots from corporate law to leading one of Canada’s most iconic sports organizations, and the lessons learned along the way. We talk about what’s unfolding at Woodbine, how the company is transforming its role in Canadian sports and entertainment, and what it means to lead through both innovation and public scrutiny. Michael also reflects on his time at the helm of the CFL, what it’s like to “catch the heat” from passionate fans, and how resilience, curiosity, and a willingness to reinvent yourself can redefine success.

In this episode of Long Story Short, we sit down with Richa Gupta, founder of Good Food For Good and one of Canada’s most inspiring social entrepreneurs. Richa’s path hasn’t been a straight line, she transitioned careers, built a company while raising a family, and even faced the high-stakes spotlight on Dragons’ Den. What drives her is more than just building a business; it’s a deep desire to do good and create products that make the world healthier and more sustainable. From balancing motherhood and entrepreneurship to reimagining what food can mean for both people and the planet, her journey shows how purpose and perseverance can transform bold ideas into movements that reshape industries and touch lives.

In this episode of Long Story Short, we sit down with Aaron Bains, Partner at Aird & Berlis LLP, who shares the lessons he learned when his career didn’t go as planned - not being hired back after articling. Aaron reflects on how resilience, hard work, and the right mindset can turn setbacks into defining moments. Recognized as one of Canada’s Top 25 Most Influential Lawyers (2020) and Man of the Year by the Leukemia & Lymphoma Society of Canada (2021), Aaron also serves as an Expert in Residence at the Hult Prize Foundation. His story is a reminder that success is rarely linear and that grit, perseverance, and strong work ethic are what truly shape a lasting career.