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HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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In this episode, I reflect on a difficult but honest realization: something once great — Alberta, Canada — has slowly become... average. I share what it’s been like to watch a thriving province lose its ambition, and how that’s shaped my thinking about relocating part of my life and business to the U.S. or Spain.
If you're a business owner wrestling with purpose, place, and what's next, this might resonate with you. I'm not just chasing lower taxes — I'm chasing the right environment for building something meaningful.
Topics covered:
- Leaving Canada: Emotional and economic reflections
- Comparing Alberta, Texas, and Spain
- Why building in a hopeful place matters
- Personal growth, family goals, and business direction
Blog:
YouTube Episode:
https://youtu.be/-9k4dS8MAWE
150 episodes
