
dylan’s Podcast explores entrepreneurship through the lenses of finance, faith, and the future. Drawing on real-world experience, he blends economic insight, personal stories, and quiet spiritual themes to challenge how we think about work and wealth. With a thoughtful, sometimes contrarian tone, each episode offers clarity and reflection—less about hustle, more about what’s worth building and why.
Episodes

Saturday May 10, 2025
Eps 5 - Canada, You’re Making It Too Easy to Leave
Saturday May 10, 2025
Saturday May 10, 2025
In today’s episode, I break down why—after comparing taxes, cost of living, and opportunity—I’m leaning toward building the next chapter of my life and business in the U.S.
It’s not just about money. It’s about motivation.
- Why does it feel like ambition is slowly dying in Canada?
- Why does it seem harder to dream big here than it used to?
- What would it take to split life between Canada and the U.S. under an E-2 visa?
I dive into comparisons between Calgary, Austin, and Nashville, and unpack how politics, policy, and personal legacy are shaping the biggest decision I’ve made in years. If you’ve ever thought about moving for more than just money—this episode is for you.
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