Buying Online Businesses Podcast

Buying Online Businesses

Jaryd Krause quit his plumbing job in 2015 by acquiring online businesses and never looked back. Now one of the world's leading Online Business M&A advisors, he's helped thousands of people acquire profitable businesses, made his clients millions, and scaled companies from 6 to 8 figures. The Buying Online Businesses Podcast cuts through the noise on acquisitions, M&A strategy, and building real wealth through buying already profitable online businesses. Whether you're looking to replace your income or build a portfolio that funds the life you actually want, this is your show!

  1. 2d ago

    30 - 40% Growth From AI SEO For E-commerce Brands (The Exact Playbook) with Colin Ma

    Most e-commerce brands are chasing AI the wrong way. They're publishing AI-generated blogs. Stuffing their sites with keywords. Obsessing over prompts. And wondering why nothing changes. Meanwhile, some brands are quietly growing their organic revenue by 30-40% year over year without relying on hacks or chasing the latest AI trend. The difference? They understand that AI hasn't replaced SEO. It's changed how people discover businesses. In this episode, Colin Ma breaks down the exact playbook he's using to grow established e-commerce brands through the combination of traditional SEO and Answer Engine Optimization (AEO). He explains why real customer questions are now one of the biggest competitive advantages, how a simple change to your collection pages can unlock entirely new traffic, and why optimizing your Google Merchant Center feed can drive thousands of additional clicks, often in just a couple of months. But the conversation goes well beyond rankings. Colin also shares how AI has completely transformed his workflow, allowing him to produce the work of an entire agency without sacrificing quality. From using Claude to analyze thousands of customer emails in minutes to building SEO assets that once took weeks, he reveals where AI actually creates leverage and where trusting it blindly can become an expensive mistake. If you're running an e-commerce brand, buying online businesses, or trying to figure out what SEO looks like in the AI era, this episode is packed with practical strategies you can apply immediately. 🎧 Hit play and discover why the future of SEO isn't about replacing the fundamentals. It's about using AI to execute them better than everyone else   Episode Highlights 05:00 - How Colin Is Driving 30-40% Year-on-Year SEO Growth for Household E-commerce Brands Using AI 08:10 - Why Real Customer Emails Beat SEO Tools Every Time When Optimizing for ChatGPT and AI Search 12:18 - The Collection Page Strategy That Most E-commerce Stores Miss and How It Unlocks More Organic Traffic 18:32 - How Optimizing Google Merchant Center Feeds Turned 200 Monthly Clicks Into Nearly 5,000 in Just Two Months 22:45 - Why Claude Has Made SEO Fun Again and the AI Workflow That Replaced Weeks of Manual Work 26:08 - The Dangerous Mistake Businesses Make by Trusting AI Blindly (And Why Colin Fired a Client Over It) 35:12 - Why Buying Pure Content Sites Is Riskier Than Ever and What Colin Would Look for Instead in the AI Era Key Takeaways ➥ SEO remains the foundation of AI search. Brands with strong SEO are far better positioned to appear in ChatGPT, Claude, and other AI-powered search platforms. ➥ Real customer questions outperform traditional keyword research. Mining support emails, live chats, and customer inquiries helps create content that matches how people actually search and how AI models understand intent. ➥ Better category pages create more growth opportunities. Expanding collection pages into more specific subcategories gives Google and AI search engines more relevant pages to rank. ➥ Optimizing your Google Merchant Center feed can generate fast wins. Richer product data improves visibility in Google's free listings while often boosting paid campaign performance as well. ➥ AI is a force multiplier, not a replacement for expertise. The biggest gains come from using AI to automate repetitive work so you can spend more time on strategy, analysis, and decision-making. ➥ Human judgment still matters. AI is incredibly powerful, but blindly accepting its recommendations without validating them can lead to costly mistakes. ➥ Sustainable growth comes from combining AI with genuine customer value. Businesses that solve real customer problems while using AI to execute faster will have the strongest competitive advantage in the years ahead.   About Colin Ma Colin Ma is a digital entrepreneur and SEO operator with over 10 years of experience building, buying, and selling online businesses. He's acquired, grown, and exited 15+ content and affiliate brands,  including multiple six-figure deals. Known for his data-driven, systems-first approach to SEO, Colin now manages a portfolio of large digital brands, using AI-powered workflows to drive 30–40% year-on-year growth with leaner, more consistent teams than ever before.   Connect with Colin Ma ➥ https://matchagrowth.com/ ➥https://www.linkedin.com/in/colinlma/     Resource Links ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause ➥ FREE Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Online Business Due Diligence Services - https://buyingonlinebusinesses.com/duediligence   Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you. See omnystudio.com/listener for privacy information.

  2. Jul 15

    The Financing Trap That Kills Online Business Deals Before They Even Close with Ami Kassar

    A business can look profitable. The broker can call it “SBA pre-qualified.” The numbers can seem solid. And the deal can still be a disaster waiting to happen. Because financing doesn’t just help you buy a business. Structured badly, it can trap you in a deal that should never have closed in the first place. Ami Kassar has seen what happens when buyers get this wrong. One e-commerce acquisition he discusses was built around a single product. Just weeks after the transaction closed, a better product hit the market. The business was dead. And that’s only one version of the risk. Buyers jump into industries they’ve never operated in. They rely too heavily on one product, one supplier, or one sales channel. They treat lender pre-qualifications like guarantees. They rush because a seller wants to close fast. Or they take expensive “easy money” because speed feels more important than structure. That’s where deals get dangerous. In this episode, Jaryd sits down with Ami Kassar to unpack what buyers need to understand before taking on acquisition debt — from why SBA pre-qualifications may mean far less than you think, to what lenders actually look for in you and the business you’re buying. They break down how to improve your fundability before the right deal appears, why post-close liquidity matters, when seller involvement can help get a transaction financed, and why working capital should be part of the conversation before you ever sign on the dotted line. But the bigger lesson goes beyond getting approved. Ami believes the smartest financing strategy is the one that gives you maximum flexibility — because the goal isn’t to build the biggest portfolio, take on the most leverage, or grow at a pace that destroys your sleep. It’s to structure a deal you can actually live with. 🎧 Hit play before you finance your first — or next — online business acquisition. This conversation could save you from the kind of deal that looks exciting at closing… and becomes expensive the moment reality hits.   Episode Highlights 03:16 - The Question Every Buyer Should Ask Before Taking on Acquisition Debt: What Could Bring This Business to Its Knees? 06:14 - Why an “SBA Pre-Qualified” Business May Not Be Financeable When a Real Buyer Shows Up 07:48 - The E-Commerce Risk That Can Kill an Acquisition Weeks After Closing: One Product, One Channel, No Backup 12:42 - Why the Lowest Monthly Payment Can Matter More Than the Lowest Interest Rate When Structuring a Deal 16:14 - The Fast-Close Financing Trap: Why a Seller Pushing to Close in Weeks Should Immediately Raise Questions 18:06 - What Lenders Actually Look at Before Funding You: Clean Books, Tax Returns, Credit and Your Existing Businesses 30:28 - The Predatory Lending Trap: How “Fast Money” Can Put a Stressed Business on a Treadmill That Kills It   Key Takeaways ➥ Ask what could bring the business to its knees before taking on acquisition debt. ➥ “SBA pre-qualified” does not mean guaranteed financing. The buyer, business, and lender appetite still matter. ➥ Lenders assess both the deal and the buyer—from industry experience to credit, tax returns, and financial discipline. ➥ The best financing structure creates flexibility through manageable payments, liquidity, and access to working capital. ➥ Rushing a deal can be costly. Fast closes, weak due diligence, and expensive short-term financing are major warning signs. ➥ Cash reserves matter after closing. Buyers need enough runway to handle setbacks without putting the business at risk. ➥ More debt and more acquisitions do not always mean more success. Build around your risk tolerance, lifestyle, and long-term goals.   About Ami Kassar Ami Kassar is the founder and CEO of MultiFunding and author of The Growth Dilemma. For over 25 years he's helped entrepreneurs across the US unlock creative, cost-saving financing solutions — from SBA loans to alternative debt structures — to grow companies, improve cash flow, and restructure debt responsibly. He advises the White House, Treasury Department, Congress, and the Federal Reserve Bank, and is frequently quoted in the Wall Street Journal, Forbes, and the New York Times. He writes a weekly column for 21 Hats   Connect with Ami Kassar ➥ MultiFunding LinkedIn  ➥ MultiFunding Facebook ➥ MultiFunding Instagram: @MultiFunding    Resource Links ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause ➥ FREE Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Online Business Due Diligence Services - https://buyingonlinebusinesses.com/duediligence   Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you. See omnystudio.com/listener for privacy information.

  3. Jul 8

    $600K Ecom Deal Acquisition + Why Most Buyers Can't Get a SBA Loan to Buy An Online Business with Jared Johnson

    Finding a great business is only half the battle. The harder part? Convincing a lender that you're the person who should own it. That's where most acquisitions quietly fall apart. In this episode, Jaryd is joined by Jared W. Johnson, the top individual SBA loan producer in the United States, who's helped fund more than $800 million worth of business acquisitions. But this isn't just another conversation about lending. Jared has been on both sides of the table. He recently acquired a $600,000 eCommerce business himself. What caught his attention wasn't perfect systems or polished financials. It was the opposite. A business with outdated processes, inventory tracked entirely from memory, and obvious operational gaps that most buyers would see as red flags. He saw upside. Together, Jaryd and Jared unpack how the deal came together, why the business was relocated across states, how a 3PL simplified operations, and why keeping one long-term employee became one of the smartest decisions they made after the acquisition. They also pull back the curtain on how lenders really think. Why do buyers with strong incomes still get declined? What makes someone trustworthy in the eyes of a bank? Does your personal spending matter? And when a business has valuable assets like an email list, loyal customers, strong SEO, or a large social following, how much weight do lenders actually give them? Whether you're preparing to buy your first business or looking to finance your next acquisition, this episode gives you a clearer picture of what separates buyers who get approved from those who don't. The best deals don't always go to the highest bidder. They usually go to the buyer who's prepared. 🎧 Hit play and discover what lenders are really looking for before they ever approve a business acquisition loan.   Episode Highlights 04:14 - Inside Jared's $600K eCommerce Acquisition: Why He Bought a Business Most Buyers Would Walk Away From 12:36 - From California to Texas: How They Relocated the Business, Switched to a 3PL, and Kept Operations Running Smoothly 21:42 - The Top Reasons SBA Loans Get Declined - Even When the Business Looks Like a Great Deal 24:26 - How to Make Lenders Believe You're Ready to Buy Your First Business (Even Without Owning One Before) 27:45 - The "Leaky Bucket" Test: Why Your Personal Finances Can Make or Break an SBA Approval 31:09 - How Banks Really Value Email Lists, SEO, Social Media, and Other Intangible Business Assets 36:18 - The Simple Move That Can Turn a "Maybe" Into a Loan Approval When You're Short on Experience   Key Takeaways ➥ The best acquisitions often hide behind messy operations. What looks inefficient to most buyers can become an opportunity with the right systems and execution. ➥ Lenders don't just evaluate the business - they evaluate the buyer. Your experience, preparation, and financial discipline all influence loan approval. ➥ First-time buyers can still secure SBA financing by demonstrating industry knowledge, a clear plan, and the ability to operate the business successfully. ➥ Retaining experienced employees can be one of the smartest post-acquisition decisions. Institutional knowledge is often more valuable than documented processes. ➥ Your personal finances matter. Lenders view your spending habits, savings, and cash reserves as indicators of how you'll manage a business. ➥ Email lists, SEO, customer databases, and social media add value - but lenders focus on how they support consistent cash flow, not just their size. ➥ Buying the business is only the beginning. Long-term success comes from continuously improving operations, learning the business, and investing in the right people.   About Jared Johnson Jared W. Johnson is the biggest individual SBA producers in the United States, having closed over $800 million in SBA loans across his 15+ year career, the majority being M&A and business acquisition deals. As VP and Senior Business Development Officer at First Internet Bank, he's a two-time Coleman Publishing SBA BDO of the Year. He's also a business owner himself, having personally acquired and exited a manufacturing company. He hosts the Before You Buy or Sell a Business podcast.   Connect with Jared Johnson ➥ https://www.linkedin.com/in/jaredwjohnson/    Resource Links ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause ➥ FREE Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Online Business Due Diligence Services - https://buyingonlinebusinesses.com/duediligence   Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you. See omnystudio.com/listener for privacy information.

  4. Jul 1

    Flippa's New CEO: Why AI Is Actually the BEST Reason to Buy an Online Business Right Now with Tony Xu

    Everyone evaluating a business purchase today fixates on the same thing. Can this survive AI? Wrong lens. Wrong era. Wrong way to size up a deal. Tony Xu ran product and engineering at Flippa for five years before taking over as CEO. He's sat behind the scenes of thousands of transactions, tracked which categories exploded and which quietly faded, and seen firsthand what happens once AI actually touches a working business. And he'll say something most of the doom content circulating right now won't. AI isn't hunting your business down. It's clearing out the grunt work inside it. Photo editing. Listing copy. Animation that used to demand a full production team. Rough drafts of ad creative. Tasks that used to consume a founder's entire week now take minutes. Treating that as a threat misses what it really is. A head start. But here's the part almost nobody admits out loud. Nothing essential has changed. Who you reach. What people remember about your brand. Whether your customers stick around. Claude can write your listing copy. It can't earn you a decade-long relationship that gets your product onto a shelf. It's not handling your cash flow. It's not securing your credit line. It's not the reason someone buys from you twice. The businesses pulling ahead right now aren't the ones hiding from AI. They're run by people who know precisely where its usefulness ends and the real value begins. In this episode, Jaryd talks with Tony about what's really moving inside Flippa's marketplace. Why $250K to $5M has become the sweet spot for the sharpest buyers. How specialist operators are walking into neglected businesses and multiplying category growth in a matter of months. The difference between a roll-up play and a specialist play. And why chasing "AI-proof" is precisely the wrong instinct to bring into diligence. They also break down the two warning signs that should end a deal immediately. How a buyer's own comfort with AI can cut a year-long ramp-up down to half that. And why the businesses that seem the most behind the curve might actually be the cheapest assets on the whole platform. The buyers nervous about AI aren't wrong to be paying attention. They're just tracking the wrong risk. Tony isn't. 🎧 Hit play. Straight from the person who built the platform. No hype, no scare tactics, just where the real opportunity is sitting.   Episode Highlights 02:55 - Inheriting the Throne: Taking Over as Flippa CEO After Eight Years of Blake's Leadership 04:05 - The Globalization of Flippa: Why 60% of European Businesses Are Now Being Bought by Americans 05:26 - Multi-Currency, AI Translation, and 158 Payment Options: The Infrastructure Behind Flippa's Cross-Border Boom 06:59 - From Sub-$10K Domains to $250K-$5M Deals: How the Sweet Spot of Flippa Acquisitions Has Shifted Over a Decade 08:49 - Why E-Commerce Remains the Gold Standard for First-Time Buyers and How to Pick the Right Vertical 11:30 - The 450,000-Buyer Marketplace: How AI Recommendations and Watchlists Make an Overwhelming Number of Listings Feel Personal 14:55 - From the Serbian DJ's 140-Business Roll-Up to Specialist Buyers Who Bring Their Own Distribution Network 22:10 - Tony's Contrarian Take on AI: Why It's Not a Strategy, Just an Operational Tool Everyone Will Eventually Use 26:40 - The K-Shaped Productivity Curve: Why AI Makes the Best Operators Two to Three Times More Effective 29:40 - What AI Still Can't Touch: Why Distribution, Brand, and Customer Trust Remain the Real Choke Points of Value 36:43 - Tony's First-Time Buyer Checklist: Distribution, Brand Personality, and Operational Soundness Before You Sign Anything 38:25 - The Two Dealbreakers: Regulatory Red Flags and Why You Need a Real Handover Plan With the Founder 40:49 - Flippa's New AI-Powered P&L Builder and Data Room: What's Coming Next for Sellers and Buyers   Key Takeaways ➥ AI isn't a strategy. It's just the next operational tool everyone adopts within months, the same way FBA and 3PLs did. Whatever edge it gives you today gets competed away fast. ➥ The best operators are now two to three times more productive than they were a year ago. AI doesn't replace the founder, it supercharges them. That turns a twelve-month turnaround into six. ➥ Nobody's handing Claude their ad budget and walking away. Distribution, customer trust, cash on the balance sheet, the real choke points of value are still completely untouched by AI. That gap is where the money is. ➥ Specialists beat generalists every time. Flippa's fastest-growing categories are led by people with niche expertise, not just capital. Find the vertical your skills can supercharge. ➥ You don't have to love the product to love the deal. Plenty of buyers acquire businesses they have zero personal interest in because they're hooked on the operations, the numbers, and the upside. ➥ Two things kill a deal fast: regulatory landmines and no handover plan. No license compliance or no founder transition period are both deal-breakers worth walking away from. ➥ AI is a tailwind for content, a wash for e-commerce, and a coin flip for SaaS. It all comes down to execution speed. Ship faster, cut churn, win. Sit still, and AI just made your competitor's job easier too.   About Tony Xu Tony Xu is the CEO of Flippa - the world's #1 marketplace for buying and selling online businesses. With a background spanning economics, accounting, and a CPA qualification, Tony spent years as Flippa's Head of Product and Engineering, architecting the platform tools that have powered hundreds of thousands of digital business transactions. He's led the development of game-changing innovations including LaurenAI (Flippa's AI-powered deal sourcing engine), the Buyer Directory, and Flippa's AI-driven valuation tools - making institutional-grade M&A accessible to everyday entrepreneurs.   Connect with Tony Xu ➥ Flippa.com (affiliate link, not for Eden) ➥ https://www.linkedin.com/in/tony-x-62037498/    Resource Links ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause ➥ FREE Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Online Business Due Diligence Services - https://buyingonlinebusinesses.com/duediligence   Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you. See omnystudio.com/listener for privacy information.

  5. Jun 24

    Why Most SEO Agencies Are Lying to You About AI and What to Do Before It's Too Late with Steve Wiideman

    Most people trying to win at SEO are asking the wrong question. How do I get my traffic back? Wrong question. Wrong game. Wrong decade. Steve Wiideman has thirty years in this industry. He's seen every update, every panic, every agency pivot. And he'll tell you something most people charging you monthly retainers will never admit. The traffic isn't coming back. AI overviews are eating clicks before you even show up. Agentic commerce means people are buying inside ChatGPT and YouTube without ever touching your website. Zero-click isn't coming. It's here. It's done. It's the new normal. And most agencies are still selling you 2019 with a new logo. But here's the thing nobody's saying out loud. The fundamentals never broke. The shortcuts did. Content farms. AI-generated blog factories. Link blasters. Agencies who promised more content meant more traffic. Google's March update didn't come out of nowhere. It was a warning that had been building for years. And it landed hard. In this episode, Jaryd sits down with Steve to talk about what's actually happening. Why the businesses winning right now stopped chasing rankings entirely. How one sentence in a Google Maps review took a brand new burger joint to number one in two days. What agentic commerce means for your revenue model. And why single-source dependency on Google is the single biggest risk any online business is carrying right now. They also get into why twenty real brand fans beat an entire link-building team. How to build content in a shrinking-click world. And the mindset shift separating businesses that are growing from the ones watching their dashboards collapse. The agencies lying to you about AI aren't villains. They just don't know what else to sell you. Steve does. 🎧 Hit play. Thirty years of SEO truth. No fluff. No spin. Just the conversation your agency should have been having with you a long time ago.   Episode Highlights 03:01 - Why Google's Latest Updates Actually Confirm That Nothing Fundamental Has Changed About Great SEO 05:53 - The Zero-Click Reality: Why Your Lost Traffic Isn't Coming Back and What to Do Instead 07:49 - EEAT, AI Content, and the March Update: What Google Is Really Saying to Content Site Owners Right Now 08:53 - The Multimodal Content Approach: How Smart Brands Are Scaling Blogs Beyond Just Written Articles 13:21 - Why Blasting Your Brand Across Every Platform Is a Trap and the Two to Three Platform Rule That Actually Works 17:50 - The Hard Truth About Traffic: Why Chasing Old Click Numbers Is the Wrong Game Entirely 24:26 - Agentic Commerce and the Future of Google: How People Will Buy Without Ever Visiting Your Website Again   Key Takeaways ➥ The traffic isn't coming back. Full stop. The businesses winning right now accepted that early and stopped wasting energy trying to recapture something that no longer exists. They moved on. You should too. ➥ SEO was never about gaming Google. It was always about people. If ten results show up in a search, the brand that earns the click, delivers something real, and gets remembered wins. That hasn't changed. It never will. ➥ Seventy percent or more of your traffic from one source isn't a business. It's a bet. And right now that bet is paying out less than it ever has. Single-source dependency on Google is the biggest hidden risk sitting inside most content businesses today. ➥ One authentic sentence in a Google Maps review took a brand new restaurant to number one in two days. That's not luck. That's semantic triples working exactly as intended. What other platforms say about you in real conversations on real pages matters more than most people realize - to Google and to every LLM pulling citations. ➥ Publishing great content and moving on is the old game. The new game is lighting a fire around every piece you create. Get it in front of real people fast. The speed of early engagement signals more than most SEOs will ever tell you. ➥ People are already buying inside ChatGPT and YouTube without ever visiting a website. Agentic commerce isn't coming. It's here. And if your business isn't set up to sell where your customers already are, you're invisible at the moment that matters most. ➥ Traffic was never the point. Revenue was. Clicks don't pay bills. Customers do. The fastest mindset shift any online business owner can make right now is stopping the obsession with the dashboard and starting to measure what actually matters - people buying, returning, and telling others.   About Steve Wiideman Steve Wiideman - known as "SEO Steve" - is the founder of Wiideman Consulting Group and co-author of SEO: Strategy & Skills, a college textbook used at universities across the US. With nearly 30 years in search, he's helped brands like Disney, Skechers, Public Storage, and Honda dominate organic traffic. A practitioner, scientist, and adjunct professor at UCSD and CSUF, Steve specialises in multi-location and e-commerce SEO and is one of the most trusted voices on navigating SEO in the era of AI search.   Connect with Steve Wiideman ➥ https://www.wiideman.com/ ➥ https://www.stevewiideman.com/ ➥ https://www.linkedin.com/in/seoexpert/    Resource Links ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause ➥ FREE Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Online Business Due Diligence Services - https://buyingonlinebusinesses.com/duediligence   Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you. See omnystudio.com/listener for privacy information.

  6. Jun 17

    What Investment Bankers Know About Buying Businesses That Regular Buyers Will Never Figure Out Exists with Kyle Brown

    Most people buying businesses are looking for the obvious. The obvious growth. The obvious profit. The obvious opportunity. That's exactly why they miss the best deals. Kyle Brown spent years in investment banking and private equity evaluating acquisitions before ever buying a business himself. And what he learned was simple: The businesses that look the safest aren't always the best investments. And the businesses that look broken aren't always broken. When Kyle came across an ecommerce business that was barely breaking even, most buyers would have walked away. Declining performance. Frustrated owners. Uncertain future. On paper, it looked risky. But Kyle wasn't looking at the same things everyone else was. In this episode, Jaryd sits down with Kyle to unpack how investment bankers evaluate opportunities, how private equity investors think about risk, and how to value a business when traditional formulas stop working. They discuss why so many buyers become obsessed with multiples, how distressed businesses can create outsized returns, and the operational changes that helped turn a struggling acquisition back into a profitable company. But perhaps the biggest lesson is this: Buying a business isn't about finding perfection. It's about seeing something everyone else has missed. Most buyers never learn how to do that. Kyle did. 🎧 Hit play to discover what investment bankers know about buying businesses that regular buyers will never figure out exists.   Episode Highlights 03:36 - How a Kid From an 800-Person Farming-Town High School Broke Into Investment Banking and Private Equity 07:03 - The $1M-$3M EBITDA Businesses His Family Office Targeted — And Why HVAC Became Their Favorite Acquisition Category 08:29 - The 25-Year-Old Who Took Over a Newly Acquired Ecommerce Business Just 30 Days After the Seller Walked Away 12:12 - How an 8-Year-Old Relationship Led to an Off-Market Acquisition Opportunity Nobody Else Saw 16:09 - The Break-Even Business Dilemma: How He Valued a 7-Figure Revenue Company When EBITDA Was Essentially Zero 20:14 - Why a Business That Once Generated $500K+ in Earnings Could Suddenly Be Worth Just 1x SDE 26:00 - The Turnaround Strategy: How Adding Customer Service, Sales Processes, and Accountability Took the Business Back to Profitability 30:14 - Why He Refuses to Build a Fund, Raise Millions, or Chase a Big Exit Despite Having the Background to Do It   Key Takeaways ➥ The best acquisition opportunities rarely look perfect. Kyle bought a business that was essentially breaking even because he focused on what it could become, not just what it looked like on closing day. ➥ Investment bankers don't just analyze numbers - they analyze risk. Revenue, profit, and multiples matter, but understanding why a business is struggling is often far more valuable than the financial statements themselves. ➥ A declining business gets discounted twice. First through lower earnings, and then through a lower valuation multiple. That's why turnarounds can create outsized returns for buyers who know how to fix the underlying problems. ➥ Relationships create opportunities that search never will. Kyle wasn't actively looking to buy a business when the deal appeared. An eight-year relationship and a consulting conversation led to an off-market acquisition most buyers would never have seen. ➥ You cannot improve a business you don't understand. Before hiring people or changing processes, Kyle answered customer calls himself, learned the products, and got into the weeds of the operation. The best operators understand the front lines before they build systems. ➥ Most struggling businesses don't need a miracle. They need execution. Answering the phone, following up with customers, building a sales process, improving accountability, and fixing neglected marketing channels can have a bigger impact than any growth hack. ➥ Buying a business can feel like buying yourself a job at first. The goal isn't to avoid work on day one. The goal is to build systems, people, and processes that eventually give you the freedom to work on the business instead of being trapped inside it. ➥ Not every acquisition needs to lead to a fund, a roll-up, or a massive exit. Sometimes the smartest strategy is to buy a good business, improve it, enjoy the cash flow, and let future opportunities emerge naturally rather than forcing the next deal.   About Kyle Brown Kyle Brown is a Michigan State graduate who spent 5+ years in investment banking and private equity in Chicago before making the leap to operator. He ran an eCommerce HVAC distribution portfolio company from 2017–2020, discovered his passion for the business, and went on to acquire and exit industrial and eCommerce distribution businesses. Today he's the CEO of 1877ForParts.com — a niche HVAC parts eCommerce distributor with over 1 million parts in stock, applying institutional deal discipline to real-world small business ownership.   Connect with Kyle Brown ➥ 1877ForParts: https://www.1877forparts.com/  ➥ LinkedIn: https://www.linkedin.com/in/msukylebrown/  ➥ X: https://x.com/MSUKyleBrown    Resource Links ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause ➥ FREE Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Online Business Due Diligence Services - https://buyingonlinebusinesses.com/duediligence   Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you. See omnystudio.com/listener for privacy information.

  7. Jun 10

    Can AI Replace Your M&A Lawyer? The Truth About Legal Risk in the Age of AI with Eric Hsu

    Most people think the biggest risk in buying a business is overpaying. It's not. It's signing an LOI you don't fully understand. Moving fast because someone on the internet told you speed wins. Then finding yourself thirty, forty thousand dollars deep into a deal that was never going to close the way you structured it. Eric Hsu has seen it happen more times than he can count. Over 160 closed deals as an M&A attorney who exclusively represents buyers. And the pattern almost always starts at the LOI - that document most first-time buyers treat like a formality. AI can hand you twenty questions to ask a seller. It can flag risk, validate numbers, model theory. It's genuinely useful. And genuinely dangerous when you don't know what you're actually looking at. Because AI can't read why a seller gets vague about their Google Ads account in a way that means something. It can't tell you that annual subscription revenue the seller just collected isn't really theirs yet - and your client inherits every obligation to fulfil it. It doesn't understand deal psychology. It can't sit across from someone who built their business over thirty years and feel where the resistance is coming from. That's pattern recognition. That's what 160 closed deals actually buys you. In this episode, Jaryd and Eric pull apart exactly where AI helps, where it quietly misleads you, and where it has no business making the call. You'll learn: Why the LOI is the single most expensive legal mistake first-time buyers make - and what stress-testing one actually looks like before you sign The working capital trap that kills deals mid-diligence and leaves buyers choosing between injecting $100K cash or walking away with nothing How SBA lending rules have shifted since mid-2025 - and why brokers now favour cash buyers who show up lender-ready from day one What AI genuinely cannot replicate: pattern recognition, human behaviour, and the deal empathy that holds negotiations together The holdco structure Eric recommends for portfolio buyers - when to set it up, why before your first SBA close, and what it actually costs Why integrity issues during diligence are non-negotiable walk-aways - and the dating analogy that explains exactly why The glue of the deal is the relationship. The trust. The ability to get both sides on a call and actually work something out. AI can model the numbers. It can't do that. 🎧 Hit play - the most expensive legal mistake in your deal is the one you didn't know you were making.   Episode Highlights 03:32 - The Single Biggest Legal Mistake First-Time Buyers Make That Costs Them the Most Money 07:20 - The Working Capital Trap: How Buyers End Up $100K Apart From Sellers Halfway Through a Deal 13:43 - Why the Cheapest Time to Ask Questions Is Before the LOI - And How Most Buyers Get This Completely Backwards 19:50 - What AI Cannot Replicate in an M&A Deal: Pattern Recognition, Human Behaviour and Deal Empathy 23:30 - HoldCo Structures Explained: How to Set Up Your Portfolio the Right Way Before Your First SBA Close 35:39 - The Google Ads Red Flag: How a Seller Called Declining Traffic "Stable" and What It Really Meant 41:29 - Deal Psychology: Why the Glue of Every Deal Is the Relationship, Not the Data   Key Takeaways ➥ The LOI is not a formality - it's the foundation. Everything that goes wrong mid-deal or at closing can almost always be traced back to something that wasn't properly thought through before that document was signed. ➥ Speed without preparation isn't a competitive advantage. It's how you become the buyer who gets the door slammed in their face after wasting thirty thousand dollars in sunk costs. ➥ Working capital is not a detail to sort out later. If you don't align on it at LOI, you'll be renegotiating it under pressure - and that's when deals die or buyers get burned. ➥ AI is a tool, not a practitioner. It can hand you a checklist. It cannot tell you how this deal is going to play out, why the seller is hesitating, or what that vague answer about the Google Ads account actually means. ➥ Seller integrity during diligence is the single clearest signal you'll get. If they're not being straight with you when they want the money, they won't be straighter after they have it. ➥ Set up your HoldCo before your first SBA close if you plan to buy more than one business. Restructuring ownership after the fact means going back to the bank for permission. Getting it right once upfront costs less than fixing it later. ➥ The relationship is the deal. You cannot negotiate working capital, resolve diligence issues, or survive a hard conversation with data alone. Trust is built human to human - and no amount of AI can replace what happens when both sides get on a phone call and actually work it out together.   About Eric Hsu Eric Hsu is a business acquisition attorney and the founder of Clear Focus Law and SMB Law Group, specializing in M&A for small and medium-sized businesses. Recognized as a Rising Star in Mergers & Acquisitions by Super Lawyers, Eric works exclusively on the buyer's side, helping self-funded entrepreneurs negotiate, structure, and close deals - including SBA-financed acquisitions. With clients across the US, he's known for transparent pricing, deep SBA expertise, and helping corporate professionals achieve freedom through acquisition.   Connect with Eric Hsu ➥ https://www.linkedin.com/in/lawyer4smbs/   ➥ https://lawyer4smbs.com/   ➥ https://buyersblackbook.com/    Resource Links ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause ➥ FREE Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Online Business Due Diligence Services - https://buyingonlinebusinesses.com/duediligence   Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you. See omnystudio.com/listener for privacy information.

  8. Jun 3

    The Acquisition Framework Billionaires Use That 99% Of Online Business Buyers Don't Know Exists with Brad Sugars

    What if the way you've been thinking about buying a business has been costing you money before you've even made an offer? Not a little money. A lot. The kind of difference that turns a three-times multiple into a thirty-seven-times multiple. The kind of gap that separates someone who buys themselves a job from someone who builds a portfolio that works without them. Brad Sugars has been on the right side of that gap for thirty years. Founder of ActionCoach - the world's number one business coaching franchise across 80 countries. Over a million business owners coached. Sixteen books written. And a personal acquisition track record built on one thing most buyers never develop: a framework. He once paid double what every other bidder offered. And still got the business for ten percent of what he knew it was actually worth. Because he could see value nobody else was looking at. That's not luck. That's a system. In this episode, Jaryd sits down with Brad to unpack the acquisition philosophy that the top one percent use - and almost nobody at entry level even knows exists. You'll learn: The difference between a job buyer, financial buyer, and strategic buyer - and why most people are stuck in the wrong category their entire career Why 60% of businesses listed for sale never sell, and how to exploit that fact The 50-10-3-1 rule every serious buyer needs to understand before looking at a single listing How to use vendor financing, share swaps, and capital injection to acquire without a war chest Why Brad asks "are you looking for investors?" instead of "are you looking to sell?" - and why that one shift changes everything The three things to audit the moment you take ownership - and why missing one will bleed you dry The due diligence mistakes that kill deals, crater offers, and send serious buyers running And the one line that should be on every buyer's wall: The deal of the century comes along every week. Don't fall in love with the business. Fall in love with the deal. Most buyers skip the process, buy the dream, and wonder why the numbers never add up. This episode is the antidote. 🎧 Hit play - this is thirty years of buying, selling, and coaching condensed into one conversation that hands you the whole playbook.   Episode Highlights 05:40 - Why Strategic Acquisitions Beat Financial Ones  09:07 - Goals Before Deals 13:21 - The Business Brad Paid Double For That Was Still Only 10% of What It Was Actually Worth 17:09 - The Japanese Coffee Company That Bought a Cleaning Business Just to Get to Its Customers 21:36 - How Brad Does Deals Nobody Else Is Bidding On  30:13 - The Three Things to Audit the Moment You Take Over Any Business  31:37 - The One Mistake That Kills Most Exits Before They Even Start  37:42 - The Client Who Came In at an Eight-Times Multiple and Left With Thirty-Seven  40:46 - How Brad Resets an Offer After Finding Skeletons in Due Diligence    Key Takeaways ➥ Know your goals and your rules before you look at a single listing. Without them, every decision you make will be emotional. And emotional decisions in acquisitions are expensive ones. ➥ There are three types of buyers - job buyer, financial buyer, strategic buyer. Most people spend their whole career in the wrong one. The money lives in strategic, where your acquisition solves a problem your existing business already has. ➥ Don't just value the EBITDA. Trademarks, licenses, intellectual property, trading rights - these are assets most sellers never quantify and most buyers never ask about. That gap is where the real deals are made. ➥ Sixty percent of businesses listed for sale never sell. The person across the table from you is more motivated than they're letting on. Patience and preparation are your biggest negotiating tools - not tactics or pressure. ➥ Vendor financing, share swaps, and capital injection are how serious acquirers move without needing a pile of cash. A bank will lend you money to buy a profitable company. They won't lend you money to run a marketing campaign. Use that. ➥ The moment you find something in due diligence that doesn't match what you were told, go back immediately. Not as a ploy. Not as a tactic. Because the numbers you built your offer on are no longer real - and pretending otherwise only hurts you later. ➥ Fall in love with the deal, not the business. If you can't brag about the structure, the multiple, the terms - it's probably not the right transaction at this point in time. The deal of the century comes along every week. Wait for one worth bragging about.   About Brad Sugars Brad Sugars is the founder, chairman, and president of ActionCOACH,  the world's number one business coaching franchise with 1,000+ offices in 80 countries. A self-made multi-millionaire from Brisbane, Australia, Brad started his first business at university, became known as "The Turnaround Kid," and has since coached over a million business owners worldwide. Author of 16 books including Billionaire in Training and Buying Customers, Brad's entire philosophy centres on one principle: a true business is a commercial, profitable enterprise that works without you.   Connect with Brad Sugars ➥ https://www.actioncoach.com/ ➥https://www.linkedin.com/in/bradsugars/   Resource Links ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause ➥ FREE Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Online Business Due Diligence Services - https://buyingonlinebusinesses.com/duediligence   Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO➥ Investors Club - https://bit.ly/3ZpgioR   This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you. See omnystudio.com/listener for privacy information.

4.9
out of 5
29 Ratings

About

Jaryd Krause quit his plumbing job in 2015 by acquiring online businesses and never looked back. Now one of the world's leading Online Business M&A advisors, he's helped thousands of people acquire profitable businesses, made his clients millions, and scaled companies from 6 to 8 figures. The Buying Online Businesses Podcast cuts through the noise on acquisitions, M&A strategy, and building real wealth through buying already profitable online businesses. Whether you're looking to replace your income or build a portfolio that funds the life you actually want, this is your show!

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