Buying Online Businesses Podcast Podcast Por Buying Online Businesses arte de portada

Buying Online Businesses Podcast

Buying Online Businesses Podcast

De: Buying Online Businesses
Escúchala gratis

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!

2026 Buying Online Businesses Economía
Episodios
  • He Sold the World’s Most-Visited Site - The Hidden Exit Mistakes You Can’t Afford with Nathan Gwilliam

    He Sold the World’s Most-Visited Site - The Hidden Exit Mistakes You Can’t Afford with Nathan Gwilliam
    Mar 25 2026
    Most founders think selling a business is about getting the highest offer. Nathan Gwilliam spent 30 years learning why that belief is exactly what destroys exits. Three businesses built. Three exits are closed. And a front-row seat to some of the most painful – and profitable – lessons the entrepreneurial world rarely talks about out loud. Like the time Disney came knocking... and his partner wouldn't even let them see the financials. Or the earn-out that looked like a windfall on paper - until someone else was making all the decisions. Or the phone call on a Sunday morning, right before church, that changed everything about why he sold Adoption.com. In this episode, Jaryd sits down with Nathan – the founder behind the most visited adoption platform in the world – for one of the most honest, human, and genuinely surprising conversations we've had on this show. Because yes, you'll get the tactics. The roll-up acquisition strategy that turned his biggest competitor into his biggest asset. The 50/50 partnership trap that quietly kills deals before they ever start. The exact moment a founder should seriously consider selling – even if the timing feels wrong. But this one goes somewhere most business podcasts are too scared to go. Into the Sunday morning phone calls. Into making decisions from love instead of fear. Into what it actually costs – emotionally, financially, spiritually – to build something real and then let it go. Nathan doesn't dress it up. He doesn't hide the mistakes. And he doesn't pretend the journey was clean. And that's exactly what makes this one unmissable. 🎧 Hit play. This is the exit conversation nobody else is having. BONUS: Get a free 30-day trial of Nathan's all-in-one podcasting platform at PodUp, or head to podallies.com to book a free 45-minute podcast strategy session – directly with Nathan himself. Episode Highlights 07:08 The $100 Million Yahoo Offer That Got Turned Down – And the Company That Was Dead 12 Months Later 10:31 The Sunday Morning Phone Call That Changed Everything About Why He Sold Adoption.com 15:00 How Nathan Bought His Biggest Competitor Without a Single Dollar Down 18:21 Built From Scratch in 24 Months – Then Disney Tried to Buy It 23:06 The Earn-Out Trap: Why Nathan Would Walk Away From Millions Before He'd Ever Sign One Again 27:17 The 18x EBITDA Offer a Partner Killed Before Negotiations Even Started 27:52 Why a 50/50 Partnership Is Quietly the Most Dangerous Deal Structure in Business 34:00 Love-Based vs Fear-Based Decisions – The Framework That Changed How Nathan Runs Everything 37:02 How Nathan Turned His Biggest Competitor Into His Biggest Asset (Without Paying Upfront) Key Takeaways ➥ When your business is worth more to someone else than it is to you - that's your signal to sell. ➥ Never sign an earn-out where the buyer makes all the decisions. You're handing them your money and your future in the same handshake. ➥ A 50/50 partnership sounds fair until you need to make a decision that actually matters. ➥ Your biggest competitor might be your best acquisition – buy them, absorb their traffic, and stop splitting the market. ➥ The best acquisitions don't require a big upfront payment – structure it right and the asset pays for itself. ➥ Businesses don't always go up. The founders who wait for the perfect moment often end up selling at the worst one. ➥ Brokers create competition. Competition creates leverage. Never negotiate a major exit one-on-one if you can avoid it. ➥ Lead with genuine value and build revenue around it – the freemium model is still one of the most powerful plays in digital business. ➥ The best business decisions aren't made from fear. They're made from love – for your partners, your customers, and the impact you're trying to create. About Nathan Gwilliam Nathan Gwilliam is a serial entrepreneur who has created and sold three digital ventures, including Adoption.com, the world’s most visited adoption platform. He grew major online communities and digital properties, and later sold Adoption.com to the Gladney Center for Adoption. Today he leads PodUp, an all-in-one podcasting platform that recently raised significant funding. Nathan’s unique journey – building, scaling, selling and reinventing digital businesses – gives him deep insight into acquisitions, growth strategy, and what it REALLY takes to exit for maximum value. Connect with Nathan Gwilliam ➥ https://podup.com/ ➥ https://podallies.com/ ➥ https://www.linkedin.com/in/nathangwilliam/ Resource Links ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/...
    Más Menos
    42 m
  • Buying a Business While Working Full-Time & Raising 7 Kids (No Margin for Error) with Michael Simpson

    Buying a Business While Working Full-Time & Raising 7 Kids (No Margin for Error) with Michael Simpson
    Mar 18 2026
    What does it actually look like to buy a business with zero margin for error? No safety net. No backup plan. A full-time military career, seven kids at home, and a lender who pulled out mid-deal. That's exactly where Michael Simpson found himself. In this episode, Jaryd Krause sits down with Michael Simpson - a National Guard serviceman who bought an 18-year-old e-commerce business using SBA financing, survived a near-collapse due diligence process, and came out the other side with a real, running business. But he's not here to tell you it was amazing. He's here to tell you the truth. Here's what's covered: 🏦 How he lost his SBA lender mid-transaction - and saved the deal in 48 hours 💀 The post-closing liquidity trap that blindsides almost every first-time buyer 😬 Why buying slightly bigger might have changed everything 📈 The unglamorous growth playbook keeping a 20-year-old business moving forward This isn't a success story wrapped in a bow. It's something far more valuable - an honest account of what buying a business really costs you. In money, stress, and lessons you can't learn anywhere else. If you're thinking about buying your first business, this might be the most important episode you listen to all year. 🎧 Hit play. Real talk only. Episode Highlights 13:32 The SBA Pre-Approval Myth That Almost Derailed the Deal 16:15 Lender Drops Out Mid-Deal - How Michael Scrambled and Saved It in 48 Hours 19:48 The $10,000 Non-Refundable Move That Kept the Seller at the Table 21:25 The 100-Hour Business Plan That Stunned Bankers on Million-Dollar Deals 27:58 The $30,000 Tech Migration Mistake That Still Haunts Him 33:45 The Post-Closing Liquidity Trap That Catches First-Time Buyers Off Guard 35:49 Why He Had to Stop Paying Himself - And Go Back to Work Anyway 36:27 The Brutal Truth About Buying Too Small (And What He'd Do Differently) Key Takeaways ➥ "SBA pre-approved" listings are a marketing tactic - the real approval depends on YOU as the buyer, not just the business. ➥ Losing a lender mid-deal isn't fatal - having two banks compete for your business can actually get you a better outcome. ➥ A non-refundable deposit signals serious intent and can keep a seller loyal to you when the deal gets rocky. ➥ Post-closing liquidity is the number most first-time buyers forget - 10% down is just the starting line, not the finish. ➥ Buying too small is a trap - if the business can't cover debt service, pay for growth, AND pay you, you'll end up working for free. ➥ A obsessively detailed business plan doesn't just impress lenders - it becomes your single biggest competitive advantage in a crowded deal. ➥ Technical debt is invisible until you own it - always pressure-test the tech stack before you sign, not after. ➥ Boring, stable, decades-old businesses with loyal customer bases consistently outperform shiny, high-growth ones for first-time buyers. ➥ The real cost of buying a business isn't the purchase price - it's everything that comes after the wire transfer hits. About Michael Simpson Michael Simpson is a business owner, acquisition entrepreneur, and National Guard serviceman who successfully bought a business using SBA financing while balancing a full-time military role and raising seven children. His acquisition journey included a near-deal-ending due diligence process and the challenge of replacing his SBA lender mid-transaction. Michael brings a rare, real-world perspective on resilience, risk management, and executing an acquisition under extreme personal and financial pressure. Connect with Michael Simpson ➥ https://x.com/Michael_in_biz ➥ https://www.discountcatholicproducts.com/ Resource Links ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/ 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.
    Más Menos
    40 m
  • [Case Study] From 9–5 to Freedom: How Alan & Mel Acquire, Grow, and Sell Online Businesses

    [Case Study] From 9–5 to Freedom: How Alan & Mel Acquire, Grow, and Sell Online Businesses
    Mar 11 2026
    What if the thing standing between you and total lifestyle freedom… was just one business acquisition? A former respiratory therapist and a software developer – no entrepreneurial experience, no roadmap, no idea what they were doing – decided to bet on themselves anyway. And now? They're running a lean team of 11 VAs from wherever in the world they feel like being that week. Guatemala last month. St. Kitts for their anniversary. Belize next. You get the picture. In this episode, Jaryd Krause sits down with Alan and Mel, a husband-and-wife duo who tried every side hustle in the book – financial lending, credit repair, online teaching – before discovering that buying an existing online business was the shortcut they'd been exhausting themselves looking for. They used SBA financing to acquire a $1.2M business with just $65K out of pocket. They inherited 2 VAs and a chaotic operation. They were working 60-hour weeks at the start. And then – systematically, strategically – they rebuilt it, scaled it, and sold it. Profitably. Now they're already under LOI for their next deal. Here's what makes their story different though. Neither of them had ever owned a business before. One was in healthcare. One was in tech but still didn't think you could buy something you couldn't physically touch. They were scared, skeptical, and figuring it out in real time. Sound familiar? If you've ever wondered whether someone like YOU could actually pull this off – this episode is your answer. Hit play. You'll want to hear this one.🎧 Episode Highlights 06:09 The $0 Down Deal Structure Most Buyers Don't Even Know Is Possible 15:13 How They Bought a $1.2M Business With Just $65K Out of Pocket 18:26 Why Taking 6 Months to Close Was the Smartest Thing They Ever Did 24:09 From 60-Hour Weeks to 5: The Exact Strategy They Used to Replace Themselves 29:00 The Layoff That Forced Them All In – And Accidentally Changed Their Lives Forever 33:33 They Sold the Business… and Got Bored in Two Months. Here's Why They're Back 35:33 The Raw Truth About Mindset That Most Business Coaches Are Too Polished to Say 42:12 The Wealth Loop Nobody Talks About: How One Business Funded an Entire Real Estate Portfolio Key Takeaways ➥ You don't need industry experience to acquire a business – the learning happens after you buy, not before. ➥ SBA financing can get you into a $1.2M business with as little as $0 down if you negotiate the deal structure right. ➥ The fastest way to scale an acquisition is to document every bottleneck, then hire to eliminate them one by one. ➥ A longer closing timeline isn't a red flag – it's free due diligence that lets you watch the business perform before you own it. ➥ The moment you stop working IN the business and start building a team around it, everything changes. ➥ Buying a business where the owner is burned out is a hidden goldmine – lower price, massive upside, ready to scale. ➥ Online businesses have no glass ceiling – unlike physical businesses, growth isn't limited by location, rooms, or geography. ➥ Business cash flow funds real estate. Real estate equity funds the next acquisition. That loop, repeated, builds serious wealth. ➥ Mindset isn't a buzzword here – it's the actual difference between people who pull the trigger and people who stay stuck researching forever. ➥ Freedom isn't something you find after you build the business. It's something you design into the business from the start. About Alan & Mel Alan and Mell are a husband-and-wife duo who’ve turned online business acquisitions into a lifestyle of freedom and adventure. Alan, with a background in education and technology, and Mel, a former respiratory therapist with an MBA from Ohio State’s Fisher College of Business, combined their skills to acquire three online businesses—recently exiting one successfully. Their profits helped them purchase two Airbnb properties and build a third in Belize. Thanks to the flexibility of their online ventures, they recently spent a month in Guatemala and El Salvador with their daughters for a World School program. Now, they’re under LOI for their next deal and on track to acquire three new deals within the next year. Connect with Alan & Mel ➥ https://risingphoenixfund.org/home ➥ AI content creation platform: https://wordgenius.ai/ Resource Links ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/ 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 ...
    Más Menos
    48 m
Todavía no hay opiniones