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The UpFlip Podcast

Latest episodes

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Jun 30, 2025 • 26min

193. How He Turned $500 Into a $100K Business Before 19

Zech Osburn, an inspiring young entrepreneur, founded Z Exteriors and transformed a $500 investment into a six-figure business before turning 19. He shares how he leveraged local marketing strategies, such as door hangers and Facebook, to attract his first customers. Zech emphasizes the importance of reinvesting profits for rapid growth and offers practical advice on starting a home service business, urging youth to consider blue-collar careers over traditional college paths. His journey is a testament to creativity and strategic planning in entrepreneurship.
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13 snips
Jun 23, 2025 • 31min

192. How to Start a SaaS Business (Even If You’re Not in Tech)

Dan Uyemura, founder of PushPress and former internet engineer, shares his unique journey of transforming frustrations into solutions in the gym software industry. He discusses finding inspiration for his company's name and the long game approach to business growth. Dan emphasizes the importance of genuine customer service and listening to feedback, which sets successful SaaS businesses apart. With insights on building a Minimum Viable Product and navigating early challenges, his story is a treasure for aspiring entrepreneurs keen on making real market impact.
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Jun 16, 2025 • 37min

191. THIS is The Most Practical Passive Income Strategy

Joseph Woodbury, Co-founder and CEO of Neighbor.com, shares his journey from a corporate career path to revolutionizing the storage industry. He discusses the inspiration behind Neighbor.com, which transforms unused spaces into passive income opportunities. Discover how hosts can earn significant income by renting out garages or sheds, and hear about the diverse demographics of users driving demand in urban and suburban markets. Joseph also highlights the importance of community trust in peer-to-peer services and the growing influence of the sharing economy.
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Jun 9, 2025 • 25min

190. How to build a 7-figure poop scooping business

William Milliken, the owner of Swoop Scoop, dives into his surprising transition from digital marketing to a thriving pet waste removal business. In just three months, he gained 350 clients with a $1,000 investment. He reveals how to identify market gaps and build a premium service model that ensures recurring revenue. William emphasizes effective marketing strategies, customer demographics, and shares insights on minimal startup costs. His story highlights the potential of ‘unsexy’ businesses for substantial wealth creation. A must-listen for aspiring entrepreneurs!
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Jun 2, 2025 • 23min

189. How to Start a Business in a Small Town (and Dominate Your Market)

Heath Andre, founder of Lake Champlain Sanitation, transformed a single garbage route into a thriving $600,000 business through grit and strategy. He shares how prioritizing customer retention and leveraging local word-of-mouth became game changers. Heath provides actionable insights on effective marketing, like using giveaways to boost engagement, and stresses the importance of discipline in entrepreneurship. His journey emphasizes that success is built on a foundation of resilience, efficiency, and community connection.
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17 snips
May 26, 2025 • 34min

188. What Losing $25M Taught This Entrepreneur

Damien Lupo, a resilient entrepreneur, shares his incredible journey from a $25 million real estate portfolio to homelessness during the 2008 crash. He discusses how this experience led to a transformative mindset shift. Lupo emphasizes the importance of trusting the growth process while debunking the myth of passive income. Listeners will learn about his Millionaire Action Plan for sustainable wealth, the significance of accountability, and actionable steps for long-term financial success. His story is a testament to viewing challenges as opportunities.
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May 19, 2025 • 32min

187. This Social Media Strategy Drove $800,000 in the first year

Isaac French, the Founder of Live Oak Lake, shares his inspiring journey of transitioning from a stable construction job to creating a unique hospitality business. In just one year, he turned an overlooked piece of land into a successful venture that grossed over $1 million. Isaac discusses innovative property management and automation strategies that minimized staff needs. He also reveals how savvy social media marketing, including influencer partnerships and authentic storytelling, fueled his impressive growth and helped him secure 80% direct bookings.
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5 snips
May 12, 2025 • 30min

186. How to Turn a Hobby Into a High-Margin Business

David Silberman, founder of PingPod, shares his passion for ping pong and how it inspired a revolutionary self-service business model. He discusses turning a hobby into a high-margin venture through smart technology and automation, significantly cutting costs. David recalls launching a pop-up in Manhattan as a proof of concept and navigating challenges during the pandemic. He emphasizes the importance of understanding supply and demand, optimizing operations, and building community around niche interests. Tune in for insightful strategies on entrepreneurship and innovation!
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May 5, 2025 • 25min

185. This Mindset Took Him from a Used Van to a $100M Company

Josh York has always been passionate about fitness. One day, while working as a fitness trainer, he realized that there is one common pitfall that prevents most people from achieving their fitness goal - a lot of people are just too busy to find time to go to the gym.  Then, it hits him. Why doesn’t he put gym equipment in a van and bring it to the customers instead? This way, people can get high-quality personal training from anywhere they want! A lot of successful people told him his business idea was stupid and full of holes. But that never stopped Josh from pursuing his passion. Now, GYMGUYZ is the fastest-growing personal fitness brand, with more than  250 locations generating over $100M in revenue each year.In this interview, Josh sits down with Ryan Atkinson to talk about the business mindset, leadership quality, and networking skills you need to grow your business. They also talk about how pain & discomfort are crucial to building your mental strength, how to deal with self-doubt, and how to find the courage to start. Just like Josh, a lot of us are sitting down with business ideas and never really find the guts to execute them. Maybe this is the last piece of motivation that we need.Takeaways- Josh started Gym Guys with a van and workout gear.- The concept was to bring fitness to clients' locations.- Initial marketing involved old-school methods like handing out flyers.- Building relationships was key to acquiring clients.- Fortune favors the bold; taking action is crucial.- Mistakes are valuable lessons in entrepreneurship.- Franchising began after seven years of operation.- Pain and resilience are essential for success.- Experiencing discomfort helps build mental strength.- Focus on the process, not just the end result.Tags: Business Mindset, Service & Consulting, Business Ideas, Business Leadership, Personal Fitness, NetworkingResources:Start Your Business Today: https://links.upflip.com/4d8Hxvy Connect with Josh: https://franchise.upflip.com/gym-guyz/
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13 snips
Apr 28, 2025 • 28min

184. The Playbook to Make $150,000/month with Content Creation

In this engaging discussion, Corbin White, a content creator earning $150,000/month with a 90% profit margin, shares his journey from aspiring millionaire to successful entrepreneur by creating content. He emphasizes the importance of consistency and passion in content creation, while explaining how affiliate marketing can serve as a major revenue stream. Corbin also provides practical advice for beginners on low-cost tools, niche selection, and navigating audience criticism, ensuring that aspiring creators have a robust roadmap to success.

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