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The UpFlip Podcast

UpFlip
The UpFlip Podcast
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  • 211. The Founder Playbook to Grow Fast, Build Systems, and Stay in Love With the Business
    John Sampogna co-founded his digital agency, Wondersauce, at just 26, with the ambition to take on the giants of Madison Avenue. He spent five years grinding, building a stellar reputation, and scaling his team from two to 100 employees. But as the operational weight of payroll, HR, and collections threatened to pull him under, he made a decision that shocks most founders: he sold the company he bled for.For most founders, that’s the end of the story. For John, it was just the beginning. He stayed on to run Wondersauce, proving that selling your business doesn't mean selling your soul. Now, 15 years in and still at the helm post-acquisition, John is having his best year ever, redefining success by mastering the shift from entrepreneur to "intrapreneur."In this interview, John sits down with Ryan Atkinson to share his playbook for competing against giants, even when you're the underdog. He reveals his "ruthlessly raw" pitching strategy, the keys to scaling from 2 to 100 employees, and how to build systems and redundancy (SOPs) so you can stop being the bottleneck in your own company. John also gets transparent about the process of business acquisition, what buyers really look for, and how to structure a deal that lets you keep building. Whether you're a service business owner or a founder planning your exit strategy, this episode provides a masterclass in building a business based on reputation, discipline, and relentless growth.Takeaways:- A "ruthlessly raw" and direct pitching style, focused on ideas rather than a polished script, can be a refreshing way to win over clients who are tired of "buttoned-up" agency presentations.- The two biggest levers for scaling a service business from 2 to 100 employees are the quality of your work and the reputation it builds through word-of-mouth.- When planning an exit, you must build redundancy and systems (SOPs) so the business is not dependent on you. This makes it a much more attractive and stable asset for a buyer.- Founders who are "hands-on" in everything are often a bottleneck.1 You should hire people to fill your weaknesses (like project management) so you can focus on your strengths (like sales).- When clients repeatedly ask for a service you don't offer, see it as an opportunity. Be transparent, learn alongside them, and offer it at a discount to prove your capability.- Stop selling services (e.g., "email marketing") and start selling results (e.g., "client retention"). This communicates your true value and avoids commoditization.- Only start a business you are genuinely interested in. If you're not passionate, you'll be beaten by competitors who absorb industry knowledge organically simply because they love it.- Be a broken record with your marketing. No one listens or remembers after one time; you must relentlessly drill your unique message into people's heads.- The toughest, unseen part of being a CEO is the emotional tax of managing and protecting your team, all while having to find your own ways to cope and "keep it together."- There is power in being "blissfully naive." The lack of experience in the early days allows for purer and less conservative decision-making, which can be a powerful advantage.Tags: Business Growth, Entrepreneurship, Leadership, Business Acquisition, Systems and Procedures, Digital AgencyResources:Grow your business today: https://links.upflip.com/the-business-startup-and-growth-blueprint-podcast Connect with John: https://www.instagram.com/wondersauce/?hl=en
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  • 210. How this 24-year-old built a $1.5M/year business
    Chase Gallagher wasn't playing video games at 12. He was knocking on doors to build his lawn care hustle. A year later, he sold his dirt bike for a trailer. That relentless drive paid off: his side hustle has exploded into CMG Landscaping, a $1.5 million-a-year operation, with total ventures approaching $2 million annually.In this interview, Chase details the playbook he used to scale his home service business. He breaks down his crucial pivot: shifting from low-margin lawn mowing to high-ticket, project-based landscaping, like drainage work and hardscaping. Chase reveals his customer acquisition strategies, dominating Google Business Profile and local Facebook groups to generate a steady stream of leads.Chase also shares the sales process and communication tactics he uses to close $15,000 average-ticket jobs, highlighting the consultative approach and using design work to sell six-figure projects. He explains why entrepreneurs must invest in marketing before buying equipment and discusses his plans for a coaching platform and private equity. This is the blueprint for scaling a home service company.Takeaways:- The most critical pivot for high-level growth was shifting from low-margin, high-volume lawn mowing to high-ticket, project-based landscaping services.- Drainage work is the most profitable service, followed by large planting projects, as they are high-margin and leverage equipment efficiently.- A massive competitive advantage in home services is simply being professional: answer the phone consistently, show up on time, and provide clear communication.- To win high-ticket sales, use a consultative approach. Arrive as the expert and tell the client what they need (e.g., "You have a drainage problem here"), rather than asking them what they want.- For six-figure projects, the key is to first sell a professional design service. Clients need to see a visual representation before they will commit to a large budget.- The primary marketing focus is dominating the Google Business Profile. Having the most five-star reviews (270+) in his local area is a key driver of leads.- Local Facebook groups are a powerful and low-cost tool for customer acquisition.1 He suggests joining all local groups and having a network ready to recommend your business on posts.- New entrepreneurs should invest in marketing (like a website and Google profile) before buying expensive equipment. Secure the customers and deposits first, then acquire the tools.- Making the strategic decision to switch to online high school at 16 was a key moment, allowing him to work full-time on the business and rapidly scale revenue.- He relies heavily on high-level, in-person mentors, including entrepreneurs running $35M and $400M companies, to guide his business strategy.Tags: Home Services, Retail Goods, Lawn Care, Startup, Google Business, Side hustle, High Ticket SalesResources:Grow your business today: https://links.upflip.com/the-business-startup-and-growth-blueprint-podcast Connect with Chase: https://www.instagram.com/chase_gallagher_/
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  • 209. Here are Recession Proof Small Business Ideas
    Giuseppe Grammatico was living the life many dream of—a six-figure salary at JP Morgan. But with a five-hour daily commute and a baby on the way, he realized the "dream" was costing him the one thing that truly mattered: time with his family. He made the terrifying choice to quit his secure corporate job with no business idea, betting everything on a life of freedom. His search led him away from startups and into the world of franchising, where he discovered opportunities beyond just fast food.After building his own successful franchise for 13 years, Giuseppe achieved the time freedom he craved and now works as a franchise coach helping others do the same. In this episode, he sits down with Ryan Atkinson to share his playbook for achieving financial and time freedom. You'll learn how to identify recession-resistant businesses, spot the green flags of a healthy franchise model, and analyze key financial metrics before investing. He also breaks down why strong business systems and discovering your "why" are the ultimate keys to entrepreneurial success.Takeaways:- Your "why" is the most critical driver for entrepreneurship; leaving a six-figure job was about gaining time freedom to be present with family, not just about money.- Franchising extends far beyond fast food, with over 4,000 options in more than 70 industries, providing a viable path to business ownership without needing a unique startup idea.- Prioritize recession-resistant franchise models, such as water and smoke mitigation or essential B2B services, that remain in demand regardless of the economic climate.- A healthy franchise will vet you for a mutual fit rather than just giving you a sales pitch. They should have a clear vision for the future and be transparent about their systems.- Thoroughly vet a franchise through "validation" by speaking directly with existing franchisees. Ask them, "Knowing what you know today, would you do it all over again?"- When evaluating financials, look beyond profit margins and analyze the Average Unit Volume (AUV), as a high-volume business can be more profitable than a high-margin one.- A franchise's value lies in its proven, plug-and-play systems. The franchisor should be able to demonstrate their CRM, marketing, and lead generation processes.- The business is the vehicle to achieve your "why." Don't get stuck on finding a business you're "passionate" about; find one that enables the lifestyle you want.- Time freedom isn't immediate. The first year of a new business often requires more work, but it's a necessary sacrifice to build the systems that enable flexibility later on.- Avoid costly mistakes by tracking your marketing spend. Blindly investing without monitoring Key Performance Indicators (KPIs) and return on investment is a recipe for failure.Tags:  Franchise, Entrepreneurship, Business Buying, Home Services, Passive Income, Recession-Proof BusinessResources:Grow your business today: https://links.upflip.com/the-business-startup-and-growth-blueprint-podcast Connect with Giuseppe: https://www.linkedin.com/in/giuseppe-grammatico
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  • 208. The Boring 8-figure Business Hiding in Plain Sight
    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 services business into a powerhouse now earning over $180,000 a month with a near-zero marketing budget.In this episode, Andrew joins Ryan Atkinson to share the playbook for his business growth. Learn his unconventional marketing strategies, like using Reddit for free lead generation, plus actionable sales tactics for customer acquisition and crafting an irresistible offer to scale your small business.Takeaways:- A negative corporate experience can be a powerful catalyst for entrepreneurship; being told he was "replaceable" pushed Andrew to leave his stable, six-figure job.- Investing in a friend's existing business can be a viable entry into entrepreneurship; Andrew liquidated his 401(k) to buy a partnership stake, viewing it as a more active investment in his future.- For new home service businesses, the first sales should come from your immediate network of friends and family before expanding outward.- Use every job as a marketing opportunity by approaching neighbors (a "Four Corners" strategy) to let them know you're in the area and ask existing clients for referrals.- Leverage online communities like Reddit by providing genuine expert advice, not just advertising. This builds authority and can lead to organic referrals and top search engine rankings for free.- A strong, simple offer like a "satisfaction guarantee" can be more powerful than complex discounts. It builds trust and ensures customer happiness, which fuels word-of-mouth growth.- Focus marketing efforts on platforms where potential customers are actively searching for a solution (e.g., Google Pay-Per-Click) rather than passively scrolling (e.g., Facebook ads).- Don't underestimate "outdated" sales tactics. When business is slow, personally calling a list of past clients is a highly effective way to generate immediate leads.- In a commoditized industry, differentiate your business with superior quality and expertise. Having a certified expert perform the work was a key selling point for Tree Amigos.- Maintain a lean marketing budget by focusing on high-ROI, organic strategies. Andrew's company spends almost nothing on ads, relying on word-of-mouth, referrals, and his Reddit strategy.Tags: Side Hustle, Service & Consulting, Home Services, Tree Cutting Business, Small BusinessResources:Grow your business today: https://links.upflip.com/the-business-startup-and-growth-blueprint-podcast Connect with Andrew: https://www.linkedin.com/in/andrew-anstrom-50441294/
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  • 207. The "Boring" Business Idea that Prints Casfhlow
    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 loan with his mother's help to buy in and start his side hustle.The beginning was a grind of late-night training calls and weekend work. The real test came when he was unexpectedly fired from his sales job, losing his only safety net. This pivotal moment forced him to go all-in on his business, hitting the streets with scrappy marketing tactics to survive. That pressure paid off—today, Dan’s generates over $250,000 a year, and he now trains other entrepreneurs entering the system.In this interview, Dan joins Ryan Atkinson to share his incredible journey from frustrated employee to successful business owner. Tune in to learn about how to start side hustle apart from your day jobl, how he secured funding, and the resilient mindset required to build a profitable business from the ground up.Takeaways:- "Messy, imperfect action" will always beat cautious, slow, and manageable growth. Don't wait for the perfect plan; just get started.- Losing your financial safety net can be a powerful catalyst, forcing you to commit fully and get resourceful with your business.- When starting with limited funds, invest your time instead of your money. Scrappy, in-person marketing like networking and visiting potential clients can be highly effective.- The emotional ups and downs of entrepreneurship are real. Learn to separate your feelings from the data-driven needs of the business to make logical decisions.- Focus on the lifetime value (LTV) of a customer. Offering flexibility or a discount upfront can secure a client worth thousands of dollars over the long term.- You don't need to reinvent the wheel. A franchise can provide the systems, playbook, and support network necessary to accelerate growth.- Starting a business often requires creative financing. Don't be afraid to take calculated risks, like securing a personal loan, if you believe in your model.- Resilience is a muscle built during the lowest points. Pushing through tough times equips you with the experience to know you can handle future challenges.- A franchise is not a passive investment. It requires just as much hard work, accountability, and late nights as starting a business from scratch.- Nobody knows exactly what they're doing when they start. The difference between a wannabe and an entrepreneur is the one who takes action despite the uncertainty.Tags: Side Hustle, Entrepreneurship, Business Growth, Cleaning Business, Small Business, Financial FreedomResources:Grow your business today: https://links.upflip.com/the-business-startup-and-growth-blueprint-podcast Connect with Dan: https://www.linkedin.com/in/dlblaker
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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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