The Kash & Dash Show
The Kash & Dash Show is where real conversations happen around business, entrepreneurship, real estate, and the people behind it all. Hosted by Ted Kaasch and Owen Dashner, this show goes deeper than the usual surface-level interview. We talk with investors, business owners, and high-level operators about the grind, the growth, the setbacks, the lessons, and the legacy they’re building.
This is not just a deals podcast. It’s about the real person behind the business — what drives them, what they’ve learned, what they’re still figuring out, and what success has actually cost them along the way.
Each week, you’ll hear honest interviews, unfiltered conversations, and the kind of stories you usually do not hear in a traditional business or real estate show.
Grind. Growth. Legacy.
The Kash & Dash Show
#304: The Kash & Dash Show: He Bought Freedom the Hard Way with Dylon Leslie
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On this episode of The Kash and Dash Show, hosts Ted Kaasch and Owen Dashner sit down with Dylon Leslie, a quiet but gritty investor who built his real estate portfolio the hard way.
Dylon’s story starts in small-town Nebraska, where he bought his first house at just 20 years old and used roommates to help cover the bills. What started as a simple house hack turned into a long run of creative moves, including 11 house hacks, small-town rentals, 1031 exchanges, and a jump into multifamily investing.
Dylon shares how he went from single-family homes to owning 43 doors, why he focused heavily on Council Bluffs, how he self-manages his portfolio, and what it really takes to live off rental income without a traditional job. He also talks about sleeping in his truck during a renovation, getting help from family to take down a bigger deal, learning the hard way about systems, and why grit has been the biggest factor in his growth.
This episode is a real look at the grind behind building a rental portfolio. No flashy nonsense. No fake guru talk. Just a young investor figuring it out, making mistakes, pushing through, and building something real.
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MagicDoor - https://magicdoor.com/reia/
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