How An Experienced Real Estate Developer Successfully Completed A Landmark Mixed-Use Development - Winning With Raka Josan, President and CEO of Josan Properties

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1. 

   S1 · E85 · 14 Oct 2026 · 43 minNew

   How To Build A Successful Cleaning Business With Systems And Technology - Winning with Crystal Holberton, COO At Your Next Clean

   In this insightful interview, Crystal Holberton shares her inspiring journey from a young entrepreneur in the cleaning industry to a tech innovator, emphasizing resilience, systematization, and leadership. Discover how she transformed her business, overcame personal and professional challenges, and is now leveraging technology to empower independent cleaners. Key Takeaways Standardized operating procedures (SOPs) are crucial for scaling and resilienceBuilding a strong team and focusing on sta...

2. 

   S1 · E84 · 7 Oct 2026 · 34 min

   Body Language Secrets for Outstanding Executive Headshots – Winning with Jason O'Donnell, Owner of Infinite Eye Photography

   In this insightful interview, Jason O’Donnell share insights into what it takes to deliver an outstanding corporate headshot for leaders. Find out the value of relaxing during a portrait shoot, along with learning about how to get into the right position to get the perfect head shot. In addition, you’ll find out why having the right photo can be a key driver for successful leaders. Key Takeaways Leaders should set aside enough time so they can relax and enjoy getting their picture taken, so t...

3. 

   S1 · E82 · 21 Sep 2026 · 42 min

   How To Creatively Lead The Transformation Of A Growing Post-Secondary Institution - Winning With Carolyn Campbell, President and CEO of Norquest College

   In this highly insightful interview, Carolyn Campbell shares her leadership journey, strategic initiatives at Norquest College, and insights on building a vibrant, inclusive campus that transforms lives. Discover how her arts background influences her leadership style and the future plans for Norquest. Key Takeaways Have a powerful true north for your organization, so you can attract and retain the right students and staff“We are who we include” is the driving vision for everything they doMak...

4. 

   S1 · E81 · 16 Sep 2026 · 35 min

   How To Be An Effective Mentor Who Builds The Next Generation Of Leaders - Winning with Eric Dillon, President of General Bank of Canada

   In this highly insightful interview, Eric Dillon shares his insights on leadership, mentorship, and diversity in finance, emphasizing the importance of building future leaders through structured mentoring and strategic capacity building. He also talks about the important of confidentiality in a mentor/mentee relationship, along with why having a strong network of mentees can help you build your business. Key Takeaways A leader’s job is to build more leadersConfidentiality is essential in a me...

5. 

   S1 · E80 · 9 Sep 2026 · 42 min

   How Leaders Can Boldly Learn From Failure To Grow Themselves And Their Business - Winning with Shawn Kanungo, Innovation Strategist and Keynote Speaker

   In this highly insightful interview, Shawn Kanungo shares insights on embracing failure, the importance of a North Star, and how boldness drives innovation and growth. Discover how to leverage failure as a learning tool, align initiatives with your core purpose, and cultivate energy for success. Key Takeaways Boldness is critical for innovationYou have to take big swings and learn from failureAlways have a North Star and align your initiatives with thatCalendar auditing is a great way f...

6. 

   S1 · E79 · 2 Sep 2026 · 43 min

   How To Build Sustainable Growth And Profitability In A Creative Business - Winning with Kass Laboucane and Michelle Scully, Co-Founders of Spark and Pony

   In this insightful interview, Kass Laboucane and Michelle Scully share their seven-year journey to building a successful and sustainable creative agency. From finding the right mentor, to putting in systems and processes that improve staff attraction and retention, along with learning when to say no, Michelle and Kass share what it takes for creative founders to become well-rounded business owners. Key Takeaways Small business owners should seek out the right mentor early in their journeyMake...

7. 

   S1 · E78 · 26 Aug 2026 · 41 min

   How To Triple The Size Of An Accounting Firm With Authentic Leadership - Winning with Krista Rabidoux, Managing Director at Andersen

   In this insightful interview, Krista Rabidoux shares her unique journey going from a creative arts background into accounting. She also talks about her authentic leadership journey and the self-awareness she has gained along the way and how that helps her to be a better leader. In addition, she talks about how she helped to triple the size of a boutique accounting firm in just 7 years. Key Takeaways Having an arts background combined with being an accountant gives you a big advantage, especia...