
Want to hear simple and practical ideas and opinions about business and entrepreneurship? After 20 years of working with entrepreneurs and business owners Dylan has lots to share. As the founder of Bridge Capital with a background in finance and technology he has made his own mistakes and doesn’t pull any punches when it comes to sharing his thoughts and opinions. This podcast is meant to inspire and encourage entrepreneurs.
Episodes

Saturday May 03, 2025
Eps 4 - Play The Game On The Field
Saturday May 03, 2025
Saturday May 03, 2025
In today’s weekly wrap-up, I reflect on what I thought was a financial decision — leaving Canada — and how it’s turned into something much deeper.
After running the numbers, I realized this isn’t about tax. It’s about energy, ambition, and playing the game as it actually is, not as we wish it were. I talk about growth inside my Calgary business, what I’m planning for the U.S., and why the desire to “go” is only getting stronger.
Topics in this episode:
- Why it’s not about the money anymore
- Building systems to double in size without burnout
- Lessons from other entrepreneurs facing uncertainty
- What “play the ball where it lies” means as a founder
Blog:
YouTube Episode:
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