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When Is It Time to Walk Away From Success?
Episode 725th August 2026 • The Built to Scale Podcast • Maggie Olson
00:00:00 00:53:28

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There’s a big difference between building a business and building something that can actually scale. In this episode of the Built To Scale Podcast, I sit down with Jeff for a conversation about entrepreneurship, growth, technology, and the lessons he’s learned building businesses—including taking an initiative at Amazon from a one-person operation to a multimillion-dollar business. We talk about what happens when you’re willing to start before you have everything figured out, pay attention to the data, and keep challenging yourself to grow.

But this conversation goes beyond business strategy. We dig into the personal side of entrepreneurship: knowing when to tune out the noise, taking care of yourself physically, mentally, and spiritually, learning from every chapter of your career, and having the humility to recognize that you simply can’t do everything yourself. We also talk about why real, face-to-face conversations still matter in a social-media-driven world and the power of simply being yourself as you build what’s next.

Episode Highlights

[35:49] - Why simply acknowledging what needs to change is already a form of growth—and how taking that first scary step creates momentum.

[36:43] - Looking back at the different businesses I’ve built and how every chapter—from corporate to photography to owning a yoga studio—gave me skills I could carry into the next one.

[40:03] - Jeff shares what he intentionally stopped doing to grow: getting caught up in online comments, doom scrolling, and spending valuable time on distractions that don’t move the business forward.

[41:56] - Why founders have to prioritize their physical, mental, and spiritual well-being—and what Jeff learned from neglecting those things while traveling heavily for Amazon.

[44:31] - Why a simple conversation with someone at a coffee shop could become a butterfly catalyst—and why developing the ability to connect face-to-face can set you apart in an increasingly digital world.

[48:51] - Jeff’s challenge for anyone staring at a blank page: be the author, start writing, go after what you want—and above all, be you.

[50:31] - What “Built To Scale” means to Jeff, including the lessons he learned growing a one-person Amazon initiative into a multimillion-dollar business and why scaling requires trust, humility, and other people.

Links & Resources

Jeff’s Website: kingdom-bitcoin.com

Jeff’s LinkedIn: linkedin.com/in/jeffhasselman

If you enjoyed this episode, make sure you follow, rate, share, and leave a review for the Built To Scale Podcast. And send this episode to another founder or entrepreneur who needs the reminder that you don’t have to have the whole path figured out—you just have to be willing to start.

Transcripts

Maggie Olson (:

Mm-hmm.

Maggie Olson (:

Yeah. Right.

Jeff (:

kinda we've talked you'll see it as your go, Meggy. It's gonna get different and different, but and but it's one of those things for me is that those are the things that I'm

Maggie Olson (:

yeah.

Maggie Olson (:

Yeah. And I think

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