Eps 3 - You Know What, Dylan? I’ve Been Thinking…

Today, I share the conversation that shifted everything. For months, I’ve been wrestling with the idea of uprooting how our family lives and works — spending six months in the U.S., 90 days in Spain, and 90 days in Canada. This morning, Lisa finally said the words every entrepreneur longs to hear: “You know what, I’ve been thinking... I think you’re right.” In this episode, I reflect on what it’s like to think like a founder, why this decision isn’t about the math, and how most business owners eventually face the same hard question: Is this still worth it? In this episode: - The quiet breaking point many entrepreneurs reach - The diminishing return on effort in Canada - Conversations with business owners juggling 8-figure risks - Why staying might be logical… but going might be necessary http://x.com/dylangallagher Blog: https://wp.me/p2Ckbx-245 YouTube Episode: https://youtu.be/2MVc0m0eWiM