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.
Dr. Tom DuFore is the CEO of Big Sky Franchise Team, who has helped brands like Jamba Juice and Massage Envy expand through franchising. With his extensive experience, Tom will share key insights on how franchising can unlock massive growth for your business.
Franchising is the ultimate way to scale fast, empower other entrepreneurs, and grow your business into a powerful success. But when’s the right time to franchise, and who should consider it? Today, we’ll explore how franchising can transform your business and create new opportunities.
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For more insights to start, build, or grow a business, check out the resources on UpFlip.com or head to the UpFlip YouTube channel to see more interviews with business owners and experts.
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Jason Parker, David Garfinkel, and Scott Zetlan are copywriting experts who have mastered AI to help their clients scale their businesses to new levels.
In this episode they dive into the practical ways AI can streamline your business, from creating high-converting ad campaigns to crafting authentic brand copy that sounds just like you.
Learn how AI agents can cut hours from your workload, boost conversions, and even build out your website with SEO-optimized content. You’ll hear why AI isn’t just for tech experts, any business owner can leverage it for exponential growth.
Plus, get insider tips on creating authentic AI-driven content that your audience can’t resist.
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For more insights to start, build, or grow a business, check out the resources on UpFlip.com or head to the UpFlip YouTube channel to see more interviews with business owners and experts.
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Brandon Downer is the co-founder behind Pink’s Window Cleaning. He went from laid-off desk worker to running a million-dollar blue collar business, and he’s here to tell you how they did it—and how you can do it, too.
Window cleaning might seem like a humble business, but Brandon is here to show you how he turned $153 and a bucket of supplies into a seven-figure powerhouse. The secret? It’s not just about washing windows—it’s about genius marketing, building a loyal customer base, and scaling smartly with a franchise model that’s taking the country by storm.
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Connect with UpFlip:
For more insights to start, build, or grow a business, check out the resources on UpFlip.com or head to the UpFlip YouTube channel to see more interviews with business owners and experts.
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Ken McElroy pulls back the curtain on how he went from managing properties in college to becoming a top investor with a portfolio valuing $2 billion. He shares the secrets to overcoming fear, spotting the best deals, and building long-term wealth through real estate.
Want to know how to create cash flow like a pro and navigate today’s tricky market? Ken’s got you covered with practical strategies and game-changing advice that will have you rethinking your approach. If you're ready to dive into real estate, this is the episode you can't afford to miss!
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Connect with UpFlip:
For more insights to start, build, or grow a business, check out the resources on UpFlip.com or head to the UpFlip YouTube channel to see more interviews with business owners and experts.
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Mike Hoffmann is a vending machine entrepreneur generating over $75,000 a month in passive income. Mike breaks down how he transitioned from real estate to vending machines, shares key strategies for finding high-traffic locations, pricing products for profit, and scaling the business.
He also covers why new machines are better than used, how to systemize for true passive income, and tips for streamlining operations by hiring staff. If you're interested in turning vending machines into a serious income stream, this episode is for you.
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Connect with UpFlip:
For more insights to start, build, or grow a business, check out the resources on UpFlip.com or head to the UpFlip YouTube channel to see more interviews with business owners and experts.
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Sanad and Denny Karasovic began their company, Super Clean Bros, when they found out that dirty solar panels are responsible for reducing overall production by 50%. They now offer cleaning services to homeowners with solar panels to help save money, maximize energy, and protect their warranties. They join Ryan to discuss how their niche business idea quickly saw significant growth in such a short amount of time and are bringing in over $18K per month.
Sanad and Denny explain how starting a business with a flat rate pricing model can be seen as a fair way to appeal to customers, using personal funds such as investments can be a great option to use as startup capital, and building quality relationships will create loyal customers and positive reviews. They also talk about the use of CRM and how it can streamline operations to improve customer experiences.
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Connect with UpFlip:
For more insights to start, build, or grow a business, check out the resources on UpFlip.com or head to the UpFlip YouTube channel to see more interviews with business owners and experts.
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Adam Callninan transitioned from wanting to be a doctor into a serial entrepreneur and is the founder behind company’s Pentane and BottleKeeper. He’s found success by crowdfunding and Facebook ads, and he’s made an appearance on Shark Tank. He now takes a seat to discuss his pathway to profitability in his businesses and how to reach your target audience with your business ideas.
Adam talks about focusing on creating compelling content when marketing a crowdfunding campaign, managing fixed expenses to achieve profitability, and listening to customers so you can alter services/products accordingly. He also highlights the importance of adaptability and willingness to learn new skills when going down the path of entrepreneurship.
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Connect with UpFlip:
For more insights to start, build, or grow a business, check out the resources on UpFlip.com or head to the UpFlip YouTube channel to see more interviews with business owners and experts.
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JC Chanowsky made the pivot from having a pressure washing business to starting a full-blown Christmas lights business. And it generated a whopping $1M in revenue in 2023. JC now sits down with Ryan to talk about how he made the switch and the important strategies he put in place to make his Christmas lights business, Patriot Illumination, a growing success.
JC discusses the importance of not being afraid of failure, how providing a great customer experience builds trust for client retention, and how to implement marketing strategies that will drive results. He also explains that referral programs are a key beneficial factor in generating leads and creating an increased opportunity for sales.
Resources:
Connect with UpFlip:
For more insights to start, build, or grow a business, check out the resources on UpFlip.com or head to the UpFlip YouTube channel to see more interviews with business owners and experts.
Thanks for listening!
Matt McWilliams launched his very first online affiliate marketing business at 22 years old and has since gone from $0 to six figures and managed major companies and people like Adidas, Shutterfly, Tony Robbins, and Shark Tank’s Kevin Harrington. He also runs his own podcast “The Affiliate Guy”, where he gives tips about the industry, and he’s a four-time recipient of the Affiliate Manager of Year award. Matt now discusses how to best shape the marketing strategies of small businesses and entrepreneurs.
Matt teaches you how to select a profitable niche market, how to upscale your business with affiliate marketing strategies, and talks about how affiliate marketing has changed over the last few years. He also explains the best methods for driving traffic with specialized affiliate offers.
Resources:
Connect with UpFlip:
For more insights to start, build, or grow a business, check out the resources on UpFlip.com or head to the UpFlip YouTube channel to see more interviews with business owners and experts.
Thanks for listening!
John Casmon made the switch from a corporate marketing career to real estate investing in order to create passive income and have financial stability. And now he's invested over $120M worth of real estate and is the founder of Casmon Capital Group, a resource that helps busy professionals invest in real estate without the need for a second job. John sits down with Ryan to share insights about investing in the right real estate and achieving success in the market.
John discusses the best investing strategies when you have limited capital or time, how to invest in recession-resistant industries, and the importance of thinking big and taking action in this kind of industry. He also answers key questions regarding FHA loans, reserves, and hard money lenders.
Resources:
Connect with UpFlip:
For more insights to start, build, or grow a business, check out the resources on UpFlip.com or head to the UpFlip YouTube channel to see more interviews with business owners and experts.
Thanks for listening!
Jeremy Lessaris has started and sold 8 companies during his career as an entrepreneur. In his latest business venture, he co-founded Verifee, an AI tool used to detect misinformation in text. Now between every company he’s founded, Jeremy is bringing in several million per month. He sits down with Ryan to discuss his journey in the world of entrepreneurship as well as how to navigate business failures.
Jeremy talks about knowing when a new idea for a business is a good one, the benefits of bootstrapping when first starting out, and tips on marketing strategies that he’s applied throughout all of his businesses. He also talks about his mentoring and help with other startup communities.
Resources:
Connect with UpFlip:
For more insights to start, build, or grow a business, check out the resources on UpFlip.com or head to the UpFlip YouTube channel to see more interviews with business owners and experts.
Thanks for listening!
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