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Built to Sell: How to Scale with Exit Intention w/ Ryan Estes of Kitcaster
What if your biggest success came from a total collapse? For Ryan Estes, that moment came when the pandemic wiped out his agency’s entire client list. Instead of folding, he doubled down on a side project—Kitcaster—and turned it into a thriving podcast booking service that would eventually be acquired. In this episode, Ryan opens up about his scrappy start, the mindset shift that fueled his growth, and why building a culture rooted in clarity (not chaos) made all the difference.
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Episode Resources
“The Origin of Consciousness in the Breakdown of the Bicameral Mind” by Julian Jaynes (https://a.co/d/8gKcq1r)
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Building with Purpose: Lessons for the Long Run w/ Erik Stanley of Trail Roots
When Erik Stanley left the comfort of a steady paycheck and the familiarity of a running store, he didn’t just launch a business, he built a movement. In this episode, Erik shares how Trail Roots was born from a desire to coach differently, build genuine community, and carve out space on Austin’s untamed trails. He opens up about the emotional hurdles of breaking ties, the real cost of hiring wrong, the power of purpose, and why having a clear mission is the cornerstone of long-term success. Whether you’re a founder, a runner, or somewhere in between, this is one you don’t want to miss.
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Episode Resources
“Start with Why: How Great Leaders Inspire Everyone to Take Action” by Simon Sinek (https://a.co/d/548A9oO)
“Slicing Pie” by Mike Moyer (https://slicingpie.com/) (https://a.co/d/ceQJmgs)
The Dave Ramsey Show by Dave Ramsey / Ramsey Solutions Financial advice podcast covering entrepreneurship, debt, budgeting, and leadership. (https://open.spotify.com/show/5exfRPDNCBHmntEkJrlLmX?si=0e9911336ac64f3f)
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Building the Future of Fitness, Health, and Longevity w/ Ben Mason of Athlete
What if life insurance didn’t just protect you financially but actually helped you live longer? In this episode, we sit down with Ben Mason, co-founder and CEO of Athlete, a startup that’s disrupting the insurance industry by pricing based on fitness, instead of based on risk level. Ben shares his journey from advertising to entrepreneurship, the hard lessons he learned about chasing ideas vs. listening to customers, and why he believes mental health doesn’t have to be a sunk cost for founders. We dive into the challenges of launching a product in two countries at once, the myths that hold startups back, and how Athlete is planning to navigate data privacy concerns for its customers. Ben’s experience and skillsets are extensive, and I took away so much even from our short time together. You don’t want to miss this one!
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Episode Resources
Check out what Ben and his co-founder are building at Athlete (https://lifeathlete.co)
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