The UpFlip Podcast

Updated: 13 Oct 2025 • 211 episodes
www.upflip.com

The UpFlip podcast is where you get to unravel how great businesses are built, how they are run behind the scenes, and how their success can be replicated. We feed on the idea that no matter what the circumstances are, the American Dream is still just around the corner. With over 150+ videos and 50 million views on YouTube, UpFlip has ignited the spark that rekindles the fire of entrepreneurship in its ever-growing 700K+ audience. Through this podcast, we aim at sharing practical nuggets of gold and brilliant advice with you by making knowledge more accessible. For more information about us and our services, please visit https://www.upflip.com.

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Andrew went from a $13/hour manual labor job to a six-figure sales role at his corporate job. But decided to quit after a feud with a manager who called him “replaceable”. He then took a massive risk, liquidating his 401(k) to buy into his friend's tree-cutting side hustle. That gamble paid off, scaling the home servic

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Dan Blaker was trapped in a sales job he despised while struggling to manage his mother's vacation rental with unreliable cleaners. Searching for an escape, he stumbled upon MaidThis, a cleaning franchise specializing in short-term rentals. With no entrepreneurial background, Dan took a huge risk, securing a personal l

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Ty McBride comes from a long line of builders, but his grandfather urged him to forge his own path. Ty initially chased success by landing massive historic preservation contracts, only to find himself running a high-stress, low-profit “train wreck.” A sudden pivot during the pandemic pushed him back to his local commun

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Aubrey Janik was stuck with a Jeep she didn’t like. When a friend mentioned renting his car on Turo, she listed it that same night. That impulse decision grew into a massive car-sharing business with a 34-vehicle, self-funded fleet that now generates up to $40,000 a month in revenue. What started as a side hustle becam

Imagine going from working warehouse shifts to keep your family afloat to owning a portfolio of over 140 rental units and multiple laundromats. That’s Brandon Schlichter's real-life story, and it’s one you have to hear. He found a secret most online gurus miss: while everyone’s chasing the same digital dreams, real wea

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Eric Barstow graduated with an economics degree, seemingly destined for Wall Street. Instead, he stuck with the painting business he started in college—a side hustle that was already generating $110,000 a year while he worked only five to ten hours a week. Realizing the massive opportunity and low competition in the ho

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