Buying Online Businesses Podcast

Business success isn’t just about buying the right company—it’s about building the right foundation. In this insight-packed episode, Jaryd Krause sits down with Brian and John, two entrepreneurs who’ve mastered the art of acquiring and scaling online businesses through mentorship, strategic planning, and sustainable growth. From their first steps into e-commerce to managing complex acquisitions, Brian and John share how having the right mentor, team, and financial structure can make or break a deal. They pull back the curtain on what it really takes to grow an online business—revealing how patience, education, and teamwork pave the way for long-term success in a fast-changing digital economy. Together, they unpack: ✔️ The role of mentorship in accelerating business growth and confidence✔️ How to build diverse revenue streams that stabilize your portfolio✔️ Financial planning fundamentals every buyer needs before acquisition✔️ Why a strong team and legal support system are non-neg

Buying a business is one thing—but knowing how to actually grow it is where the real challenge (and opportunity) begins. In this episode, Jaryd Krause chats with Matthew Person, a corporate strategist, investor, and M&A expert who’s mastered the art of scaling through acquisition. With experience across investment banking, corporate development, and private equity, Matthew knows what it takes to turn good businesses into great ones. He’s the mind behind the Square Management System, a framework built to help entrepreneurs align culture, structure, and strategy so growth happens seamlessly—not chaotically. In this episode, you’ll learn: ✔️ Why understanding customer lifetime value is more important than acquisition cost✔️ How pricing and packaging decisions influence business scalability✔️ What makes the Square Management System a powerful tool for growth✔️ The critical role of cultural fit in M&A integration✔️ How to manage different revenue types and their impact on valu

Success in business isn’t just about strategy—it’s about mindset. In this performance-driven episode, Jaryd Krause sits down with Itamar Marani, one of the world’s leading high-performance mindset coaches, to unpack why so many entrepreneurs unknowingly sabotage their own success when buying, growing, or scaling online businesses. A former Israeli Special Forces operative, the youngest federal agent and air marshal in Israel’s history, and a Brazilian Jiu-Jitsu black belt, Itamar has coached hundreds of six to nine-figure entrepreneurs, executives, and elite athletes to break through mental barriers, eliminate self-sabotage, and operate at their peak under pressure. His clients have exited companies for nine figures, raised hundreds of millions in capital, and ranked among the top performers in their industries. Together, Jaryd and Itamar dive deep into the psychology of performance, exploring: ✔️ The three biggest bottlenecks holding entrepreneurs back from success✔️ How to iden

Scaling an e-commerce business from six to seven figures is an exciting milestone—but it’s also where many founders hit costly roadblocks. In this insightful episode, Jaryd Krause sits down with award-winning e-commerce mentor Jodie Minto, founder of the seven-figure fashion brand iland co., host of the Online Store Success podcast, and certified digital marketer, Meta Ads specialist, and life coach. Jodie built her global fashion label from scratch while raising a young family, working full-time, and living in the Middle East—before scaling it to seven figures with customers and stockists around the world. Together, they dive deep into what it really takes to grow an e-commerce business beyond six figures, avoid the biggest pitfalls along the way, and prepare for a successful exit. Jodie shares her unfiltered journey of scaling and then strategically de-scaling her brand, the lessons from her first failed exit attempt on Flippa, and how she ultimately secured an all-cash sale to an outside

Get ready to discover a whole new way for people to find your business online at the forefront of the AI revolution in this insight-packed episode. Joining the conversation is Dom Wells, Founder & CEO of Onfolio Holdings (NASDAQ: ONFO), a public holding company for profitable online businesses. After acquiring an SEO agency, Dom turned it into a smart new service called Generative Engine Optimization (GEO) — helping businesses show up inside answers, tips, and conversations from tools like ChatGPT, Bing Copilot, and Claude. GEO is changing how brands get noticed in 2025 and beyond. Instead of just showing links, AI tools give people clear answers. GEO makes sure your business is part of those answers, so you’re seen where customers are already looking. In this episode, you’ll find out: How GEO is different from old-school SEO. Why AI search feels more helpful and personal than regular search engines. Simple ways to check and boost your visibility in tools like ChatGPT and Bing Copilot.

This episode is an eye-opening case study where Jaryd Krause sits down with AJ, a Buying Online Businesses graduate who made the leap from running a large IT team at a global bank to building an online business portfolio. AJ shares how he went from launching a failing startup to successfully acquiring a $50,000 media and membership business that now generates $2,000 net profit per month—all within just six months. Inside this conversation, you’ll know: ✔️ Why AJ abandoned the startup path in favor of buying an existing business✔️ The exact business model he chose—and why it stood out among the rest✔️ How he saved money on the acquisition price (including what multiple he actually paid)✔️ The due diligence steps he took to minimize risk before signing the deal✔️ The hardest part of buying a business (his answer may surprise you)✔️ His best advice for first-time buyers—and what’s next as he builds his portfolio Packed with lessons from someone who’s navigated the challenges a

In this power-packed episode, Jaryd Krause sits down with serial founder and dealmaker Anthony Franco, a man who knows exits inside and out. Having built and sold seven companies—six of them successfully, including two to publicly listed firms—Anthony brings rare, battle-tested wisdom to the table. Together, they dig into what it really takes to engineer a successful exit in the $5M–$50M range. From preparing your business to maximize valuation, to structuring deals that minimize risk for both buyers and sellers, Anthony shares the strategies he’s used to navigate countless transactions. He doesn’t sugarcoat it either—every deal has “hair” on it, and this conversation unpacks exactly how to handle those messy, unexpected challenges that can tank a deal if you’re not prepared. You’ll learn:✔️ How to structure an exit so you walk away with more security and better terms✔️ Why taking your foot off the gas before closing can destroy your valuation✔️ How

In this raw and eye-opening episode, Jaryd Krause chats with Matthew Tse—a former Big Tech software engineer who ditched the corporate grind to buy his way into freedom through online business. Today, he runs ImprovMX.com, a SaaS business he acquired after sifting through countless deals, failed startup attempts, and plenty of trial and error. Matthew doesn’t sugarcoat it. He shares the highs, the mistakes, and the exact process that helped him land the right acquisition to replace his income and build a life on his own terms. In this no-BS conversation, you’ll discover: ✔️ How many businesses do you really need to analyze before finding “the one”✔️ The critical mindset shifts that help you push through failed deals and land a winner✔️ Why chasing small, cheap businesses can actually cost you more in the long run✔️ The price range Matthew now recommends for friends looking to buy online✔️ His top growth levers for scaling SaaS—starting with retention before expansion I

In this sharp and savvy episode, host Jaryd Krause welcomes M&A heavyweight Michael Vann—President of the Vann Group and Principal at Eaton Square—for a deep dive into the brilliant… and brutally expensive mistakes entrepreneurs make when trying to grow through acquisition. With 25+ years of deal-making, scaling, and succession planning, Michael’s been in the trenches guiding businesses to multi-million dollar exits across industries from manufacturing to online empires. He’s seen it all—and he’s here to share what not to do when chasing growth. Spoiler: Buying three businesses in six months with zero integration strategy? That’s not scaling. That’s self-sabotage. In this no-fluff convo, you’ll learn: ✔️ The explosive difference between a strategic buyer and a chaotic cowboy ✔️ Why some acquisitions implode and drain value instead of adding it ✔️ How to prep your current business to absorb acquisitions without blowing it up ✔️ The secret to thin

Exiting a business can be one of the most rewarding moments of an entrepreneur’s journey—or one of the most costly mistakes if handled poorly. Many sellers unknowingly leave hundreds of thousands, even millions of dollars, on the table simply because they aren’t prepared for the exit process. Jaryd Krause speaks with Domenic Rinaldi, a seasoned M&A advisor and owner of Sun Acquisitions, who has successfully guided over 500 business transactions. As the founder of K2 Advisor, Domenic specializes in helping business owners understand exactly what it takes to execute a profitable and stress-free exit. Together, they break down the biggest mistakes sellers make when exiting their businesses and how to avoid them.  You’ll discover: ✔️ How owner involvement and single-source dependencies can destroy your business valuation ✔️ Why many sellers are blindsided by market shifts, tariffs, and environmental changes ✔️ The critical role of value drivers and how to identify them before goin

Running a business is about building something that works without you, not just putting in the hours. But far too many entrepreneurs stay stuck in the weeds, overwhelmed by daily tasks and unclear on how to truly scale. That’s where systems—and now, AI—change everything. In this conversation, Jaryd Krause is joined by David Jenyns, founder of Systemology and author of SYSTEMology and The Systems Champion, to unpack how smart systems combined with the power of AI are transforming the way online businesses grow. David has built and sold multiple companies, helped hundreds of business owners systemize their operations, and now leads the conversation on how AI can be used not just to support teams, but to replace certain roles altogether. You’ll learn: ✔️ How to use AI to build and improve systems in your business✔️ Why experienced talent plus AI is replacing the traditional VA model✔️ How to step back from your business without losing momentum✔️ Real-life examples of AI replacing ineffici

Understanding the fine print that could make or break your deal is just as important when purchasing a business with SBA financing as it is when obtaining a loan. All too frequently, buyers lose out on opportunities or become mired in transactions that don't fit the program because they are unaware of the nuances of SBA regulations. The CEO of SBA Loan Group, Yankie Markowitz, sits down with Jaryd Krause in this episode to discuss his extensive knowledge of SBA loans and how he has facilitated more than $1 billion in SBA and real estate transactions. Yankie explains which business categories are eligible for SBA financing, what has changed recently, and how to handle the complex world of debt ratios, deal structures, and cash requirements. You’ll learn: ✔️ Which businesses can—and can’t—be acquired with SBA loans ✔️ How much cash do you need to qualify ✔️ Why e-commerce fits well with SBA financing, and where it falls short ✔️ The ins and outs of seller notes, holdbacks, and loan terms

Buying or selling a business isn’t just a transaction — it’s a turning point. But too often, what buyers think they want and what sellers believe they deserve don’t line up with reality. The result? Stalled deals, missed opportunities, and plenty of frustration on both sides. In this episode, Jaryd Krause sits down with Matt Frisca, owner of Transworld Business Advisors of La Grange and Tinley Park, to unpack the biggest reasons deals fail—and what it really takes to make them work. With 20+ business sales closed annually and 50+ active listings, Matt shares real-world insights from both sides of the table. You’ll learn: ✔️ Why sellers struggle to exit cleanly✔️ Common mistakes buyers make (and how to avoid them)✔️ The truth about SBA financing and “no money down” deals✔️ What due diligence really looks like in today’s market Whether you're buying, selling, or just curious, this episode delivers raw advice and actionable strategies from a dealmaker who kno

Let’s be real — buying or selling a business is one of the biggest decisions you’ll ever make. Get it right, and it could be life-changing. Get it wrong… and the fallout could be brutal. That’s exactly why this week’s episode is a must-listen. Jaryd Krause sits down with Katarina Strandberg, a powerhouse Swedish business lawyer with deep expertise in venture capital, scale-ups, and M&A. She’s worked with founders, investors, and SME leaders across Europe, and brings not only legal chops but also perspective as an angel investor, published author, and university lecturer. Katarina has seen it all — and she’s here to share the real stories, the hard truths, and the clever strategies that can make or break your deal. In this episode, you’ll learn: ✔️ The biggest risks buyers face (and how to avoid stepping on legal landmines)✔️ What really happens during legal due diligence — and why it’s more than just paperwork✔️ How to deal with &ldq

Strap in for a brutally honest conversation as Jaryd Krause sits down with none other than Elliot Holland,  a Harvard Business School alum, seasoned entrepreneur, and strategic founder. Elliot runs a seven-figure due diligence firm that performs "mini audits" on businesses, helping investors avoid being misled by clever sellers and slick brokers. With nearly 20 years of experience in small business acquisitions, Elliot has seen it all—and then some. From hidden red flags in financials to smoke-and-mirrors marketing metrics on Amazon and SEO-driven sites, he shares exactly where buyers get it wrong—and how those mistakes can cost you hundreds of thousands, or worse, your entire investment. This episode will pull back the curtain on how unsuspecting buyers get swindled into buying dud deals, all because they skipped real due diligence. Highlight the critical considerations buyers often miss in the acquisition process: ✔️ The most common (and costly) mistakes buyers make in due diligence✔️ Why r

In this compelling episode, Jaryd Krause is joined by seasoned dealmaker and legal expert Jerome Fogel, partner at Fogel & Potamianos LLP, a boutique law firm specializing in high-stakes mergers, acquisitions, and capital raises. With a client list that spans venture funds, emerging tech companies, and elite athletes, Jerome offers a rare behind-the-scenes look at what it takes to structure smart, safe, and scalable business deals. Unpack the most critical questions aspiring buyers need to ask before acquiring an online business: ✔️ What are the hidden risks in buying or selling?✔️ How can poor team dynamics tank a deal?✔️ Should you use financing to buy a business—and what’s the best way to structure it?✔️ Where are the most promising online businesses being acquired today? Dive deep into the importance of due diligence, the common pitfalls buyers fall into, and how Jerome has helped high-profile clients—both on Wall Street and in the sports world—navigate complex transactions and

What if you could skip the struggle of starting a business from scratch—and step straight into profit? In this solo episode, Jaryd Krause pulls back the curtain on everything you need to know before buying your first (or next) profitable online business. No guest this time—just Jaryd, and over ten years of real-world experience helping thousands of people build financial freedom through smart acquisitions. This episode is a deep dive inspired by Jaryd’s most-watched YouTube content and the questions he hears constantly from aspiring buyers: Why should you buy a profitable business? How much should you invest? Should you use your cash or finance the deal? And where are people buying these businesses today? Get ready for a no-fluff breakdown of: ✔️ Why buying a profitable online business can fast-track your path to income and freedom✔️ How much capital do you need to get started (spoiler: it’s not always as much as you think)✔️ The truth about financing a deal—and what creative str

Buckle up for an eye-opening episode where Jaryd Krause is joined by powerhouse entrepreneur and investor Justin Williams—a man who’s navigated everything from crippling six-figure debt to building and selling a multimillion-dollar business. Justin’s journey is far from ordinary. After dropping out of college, he and his wife, Tara, left their careers to pursue financial freedom. Their first business left them $120,000 in debt, living in a shared house with a newborn. Instead of quitting, they shifted to real estate, flipping over 100 houses a year and launching House Flipping HQ, a real estate education company that helped thousands succeed. Justin revealed how he sold his real estate education business for over $3.5 million—covering the why, when, and how. They dive into the unconventional yet strategic deal structure when selling to an operator already in the business. Then he delved into wealth building through business and real estate. Justin explains if he’d buy an online b

Get ready for a powerhouse episode as Jaryd Krause sits down with Andy Allaway, CEO of Empire Flippers—the leading platform for buying and selling online businesses. Andy brings nearly a decade of experience in the digital acquisition space, having both bought and sold businesses himself before joining Empire Flippers. With a background in scaling lean, remote-first teams and a passion for empowering global leadership, Andy shares his perspective on how the landscape of online business acquisitions has transformed over the years. Get a front-row seat to a conversation that spans from the early days of online business trading to today’s ever-evolving market. Andy and Jaryd explore how multiples have shifted, the role macroeconomic trends play in valuations, and what’s driving buyer and seller behavior in 2025. They unpack lessons from 2020’s acquisition boom, the downturn of 2023, and what savvy investors should prepare for in the years ahead. Deep dive into:✔️ How Empire Flippers has g

In this value-packed episode, Jaryd Krause speaks with Jon Elder, an Amazon veteran who has sold over $10 million worth of products and successfully exited five private label brands for $5 million.  Now a strategic consultant at Black Label Advisor and the force behind Amazon Insiders—the fastest-growing newsletter for Amazon sellers—Jon brings years of hands-on experience and a deep understanding of what makes an Amazon business truly scalable. This conversation is valuable for anyone interested in acquiring and growing Amazon-based businesses. Jon breaks down what a great Amazon business looks like—from the product catalog to innovation levels and inventory management. He highlights the red flags buyers should avoid and the markers of long-term potential that smart investors should prioritize. Gain insight into:✔️ The difference between average and investable Amazon businesses✔️ Why product innovation matters more than ever in a saturated marketplace✔️ What “good” vs &ldqu