
The UpFlip Podcast
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.
Latest episodes

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!

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.

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.

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.

6 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!

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/

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.

8 snips
Apr 21, 2025 • 30min
183. How to Acquire Profitable Small Businesses With a $0 Down Payment
Ben Kelly thought landing his JP Morgan job would give him everything he wanted—until he realized his six-figure salary came at a cost. 6-day workweeks and a lot of wasted moments with his family. Not wanting to sacrifice more time with his loved ones, Ben began planning his exit. Then, he made a crucial discovery: His wealthiest clients built their fortunes not through corporate jobs, but by acquiring small businesses. This revelation sparked his interest in business acquisition. He decided to purchase a small business and run it as a side hustle. Now, his portfolio is generating more than $70,000 a month in passive income!In this interview, Ben sits down with Ryan Atkinson to talk about his business acquisition strategies, ways to get business loans and secure business funding, risk management and how to structure your business to maximize your free time. Whether you're just starting or scaling your investments, this interview will equip you with the strategies you need to get the life you deserve.Takeaways- Ben Kelly transitioned from a corporate job to entrepreneurship.- He realized the importance of time freedom after witnessing a colleague's experience.- His first acquisition was made while still working full-time.- Partnerships can be a key growth strategy for businesses.- Boring businesses are recession-resistant and have recurring revenue.- Identifying momentum in a business can lead to significant growth.- Cold outreach via email can be an effective way to find acquisition opportunities.- Self-evaluation is crucial before pursuing a business acquisition.- Understanding financing options is essential for potential buyers.- The SBA loan process can take 60 to 90 days to close. The first 90 days after acquisition should focus on learning.- Building rapport with the team is crucial post-acquisition.- Evaluate franchises like independent businesses.- Clean financials are essential for any acquisition.- Consider professional services for high margins.- Acquisitions should not rely solely on the seller's management.- Having a general manager in place reduces risk.- Franchises can offer stability but require careful evaluation.- Networking is key to finding reliable operating partners.- Boring businesses can be lucrative opportunities.Tags: Business Buying, Entrepreneurship, Business Loan, Passive Income, Side Hustle, Business FundingResources:Start Your Business Today: https://links.upflip.com/3Y8L1rD Connect with Ben: https://www.instagram.com/benkellyone/?hl=en

Apr 14, 2025 • 32min
182. From High School Dropout to $2M/year
Joshua Brown’s childhood is far from easy. Growing up without any father figure in a struggling Nashville neighborhood, rampant drug use and lack of economic opportunities were something that he witnessed every day. Before he knew it, he got looped into drug-dealing activities and got kicked out of high school, without any clear future in sight. Until one day, a car crash made him evaluate his life decisions. Starting as a side hustle, he entered the home service business and vowed to turn his life around. Now, his pressure-washing business is generating $2 million in revenue.In this interview, Joshua sits down with Ryan to talk about his journey in the pressure washing industry, how to find your ‘why’ before you start in your entrepreneurship journey, how to adjust your marketing strategy depending on your personality, and how the importance of understanding local SEO in the current business landscape. Joshua wants us to know that no matter where we are, it’s never too late to turn our life around.Takeaways- Joshua's life changed after a car crash at 19.- He found purpose after realizing he was making no impact.- Starting a business requires a strong 'why'.- Core values are essential for building a brand.- Customer acquisition strategies evolve with business growth.- You can always start as a side-hustle to know if you are cut out for the indsutry- Building relationships is key to success in business.- Every job should aim for a five-star review.- Self-reflection is crucial for identifying one's purpose.- Entrepreneurs must take risks to succeed.- It is important to understand your personality to determine your strategy- Understanding Local SEO is important in current business landscape- Treating others well is fundamental in business. Tags: Pressure Washing, Retail Goods, Side Hustle, Local SEO, Entrepreneurship, Home ServiceResources:Start Your Business Today: https://links.upflip.com/44mJsKi Connect with Joshua: https://www.instagram.com/brownspressurewashing/?hl=en

Apr 7, 2025 • 37min
181. The One Sales Question That Took Him from $0 to $100K MRR
Description:Parker Olson started PodPitch - an AI-powered tool that simplifies outreach for podcast bookings - with no coding experience. Within a year, that company generates 6-figures in monthly reoccurring revenue. And the best part? Parker believes that you can do the same, as long as you can recognize this one thing . . .In this episode, Parker shares the strategy that he used to identify a niche market, the sales questions he asked during his product launch, and the importance of learning from your failures as an entrepreneur.He also breaks down why bootstrapping gave him more control than traditional business funding, how to get customer retention, and the importance of tracking key metrics in your business. For all aspiring entrepreneurs out there, Parker's insight will change your perspective on sales and product development.Takeaways:- Parker invested his life savings to learn about making money online.- His Twitter account grew to 750,000 followers through strategic content and retweets.- Living in a tent for two years taught him perseverance and focus.- The Forage experience highlighted the importance of a viable business model.- Pod Pitch was born from the need for efficient podcast guest outreach.- Sales techniques are crucial for understanding customer needs.- Asking customers to pay on the spot reveals true interest.- Building a business requires both grit and a sound financial model.- Networking and outreach are key to finding new customers.- Learning from failures is essential for future success. Asking the right questions can shift business direction.- Bootstrapping can lead to more control and quicker decisions.- Understanding your funding approach is crucial for success.- Profitability can take time, even for high-revenue businesses.- Entrepreneurship requires a realistic understanding of challenges.- Effective customer acquisition is key to growth.- Identifying pain points is essential for product-market fit.- Metrics guide informed decision-making in business.- Experimentation is vital in discovering effective marketing channels.- Founders should leverage social media for genuine connections.Tags: Podcasting, Niche Markets, Product Launch, Customer Retention, Business funding, Product DevelopmentResources:- Start Your Business Today: https://links.upflip.com/44g3N3T- Connect with Parker: https://www.instagram.com/parkerolson_/?hl=en