Long Story Short

Jaspreet Grewal & Marco Mattacchione
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Join Us to Uncover the Habits, Traits and Truths behind Success. All in 20 minutes or less.

Episodes

  1. Aug 27

    Meet Mark Shapiro

    In this episode of Long Story Short, we sit down with Mark Shapiro, President and CEO of the Toronto Blue Jays and one of the most influential leaders in professional sports. Mark shares the journey that took him from growing up around the game to leading one of MLB’s most iconic organizations, and the lessons learned in leadership along the way. From navigating the pressure and scrutiny that come with professional sports to building strong teams and thinking long-term in an industry often defined by wins and losses, Mark offers a candid look at what it means to lead when the stakes are high. His story is a reminder that great leadership goes far beyond the scoreboard, it’s about people and having the conviction to build a strong foundation.

  2. 11/06/2025

    Long Story Short: S1 Recap

    In this season-closing episode, Jaspreet and Marco look back on everything Season 1 of Long Story Short taught them - from the stories that moved them most to the behind-the-scenes lessons of building a podcast from scratch. Tune in as they share their biggest takeaways, favourite moments, and what’s next for Season 2.

  3. 10/23/2025

    Meet Michael Copeland

    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.

  4. 10/09/2025

    Meet Richa Gupta

    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.

  5. 09/25/2025

    Meet Aaron Bains

    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.

  6. 09/11/2025

    Meet Giancarlo Sessa

    In this episode of Long Story Short, we sit down with Giancarlo Sessa, Co-Founder and CRO of Blade Air, one of Canada’s fastest-growing companies. Giancarlo shares how he built a business straight out of undergrad, the habits and mindset that shaped his journey, and the role of positivity, manifestation, and resilience in navigating the startup world. From being named to Forbes 30 Under 30 to leading a team bringing sustainable clean air solutions to the world, Giancarlo’s story is full of lessons for aspiring entrepreneurs and future leaders.

  7. 09/04/2025

    Welcome to the Party

    In this short introduction, we share what Long Story Short is all about: a podcast uncovering the stories, habits, and turning points behind remarkable success. Meet your hosts, Jaspreet and Marco, and hear what you can expect in the episodes ahead.

  • 7 Episodes

About

Join Us to Uncover the Habits, Traits and Truths behind Success. All in 20 minutes or less.

Information

  • Creator
    Jaspreet Grewal & Marco Mattacchione
  • Years Active
    2025 - 2026
  • Episodes
    7
  • Rating
    Clean
  • Copyright
    © 2026 Long Story Short
  • Show Website
    Long Story Short