Buying Online Businesses Podcast Podcast By Buying Online Businesses cover art

Buying Online Businesses Podcast

Buying Online Businesses Podcast

By: Buying Online Businesses
Listen for free

Hosted by Jaryd Krause who went from plumber to creating an online business empire through buying websites for passive income. This podcast will unfold his secrets as you explore the highs, lows and light bulb moments of his personal journey in each episode. He will show you that no matter where you are in life an alternate lifestyle is more than possible. You will gain the knowledge you need to start buying online businesses yourself and live a fulfilling lifestyle.2026 Buying Online Businesses Economics
Episodes
  • [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 ...
    Show more Show less
    48 mins
  • AI Is Rewriting Due Diligence & How We Acquire Businesses - Here’s How Buyers Win or Lose with Haytham Allos

    AI Is Rewriting Due Diligence & How We Acquire Businesses - Here’s How Buyers Win or Lose with Haytham Allos
    Mar 4 2026
    Most buyers are still doing due diligence like it's 2015. And the ones who know how to use AI? They're finding better deals, faster, and you'd never even know they were looking. In this episode, Jaryd sits down with Haytham Allos, M&A strategist, AI specialist, and one of the minds behind one of the world's first AI-powered law firms, to pull back the curtain on what's actually happening right now at the intersection of artificial intelligence and buying businesses. And it gets wild. We're talking AI agents that evaluate deals. Smart contracts that close them. Fractionalised ownership that lets someone invest in a business for as little as $50. A future where your AI agent negotiates with the seller's AI agent, and a human just says yes or no at the end. But before we get there? Haytham breaks down what's happening right now. Why most buyers are still flying blind, why AI without the right prompting is actually dangerous in a deal, and the one thing that kills more mergers than bad financials ever will. You'll discover why prompt engineering is the most underrated skill in acquisitions today, how to use AI to get an unfair edge in due diligence without replacing your gut instinct, and exactly where the smart money is already moving. This isn't theory. This is where M&A is heading, and the buyers who understand it now are going to own the next decade. Hit play. Your competition probably already has. 🎧 Episode Highlights 05:45 The Chainsaw Analogy: Why AI Without Experience Is Genuinely Dangerous in a Deal 09:08 The Hallucination Problem: Why AI Can Lie to You During a Deal and How to Stop It 13:57 Where AI Creates the Biggest Unfair Advantage in the Acquisition Process Right Now 16:43 Prompt Engineering: The Most Underrated Skill Every Serious Buyer Needs to Master 19:44 The Rise of Agent-First Companies: What Cursor AI's $2 Billion Valuation Tells Us About the Future 22:31 The Mindset Shift Every Business Owner Must Make or Get Left Behind 28:16 AI Agents Buying From AI Agents: The Future of M&A Is Closer Than You Think 31:12 Smart Contracts, Crypto Wallets and the Death of Bureaucratic Deal Making 35:43 Fractionalised Business Ownership: How Anyone Could Invest in a Business for $50 Key Takeaways ➥ AI without experience is like handing a chainsaw to someone who's never cut down a tree. Powerful tool. Dangerous hands. ➥ AI will hallucinate during your due diligence. If you don't know how to configure it correctly, it will confidently lie to you about the business you're about to buy. ➥ Prompt engineering is the most underrated skill in acquisitions right now. The quality of your questions determines the quality of your deal. ➥ The number one reason mergers fail isn't bad financials. It's people, politics, and ego. AI is quietly removing all three from the equation. ➥ We are shifting from AI that answers questions to AI that takes actions. The buyers who understand that difference right now will have an unfair advantage for the next decade. ➥ Smart contracts, crypto wallets, and blockchain are about to collapse the layers of bureaucracy that slow every deal down. The merger process, as we know it is on borrowed time. ➥ Fractionalised ownership is coming to business acquisitions. You won't need six figures to get into a deal. You'll need the right agent and the right wallet. ➥ The future of M&A is two AI agents negotiating a deal, presenting it to their humans, and closing it on the blockchain before a bank even answers the phone. About Haytham Allos Haytham Allos is an M&A and AI strategist focused on how artificial intelligence is transforming the buy-side deal process. He works at the intersection of technology, data, and acquisitions, helping investors and acquirers use AI to enhance due diligence, identify hidden risks, and make better capital allocation decisions. Haytham specializes in applying AI tools across deal sourcing, financial analysis, operational review, and post-acquisition decision-making. Connect with Haytham Allos ➥ https://vikk.ai/ ➥ https://finance.yahoo.com/news/vikk-ai-selected-prestigious-aws-141700773.html?guccounter=1 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/...
    Show more Show less
    41 mins
  • How $10M - $100M Online Business Acquisitions Are Done with Emmet Kilduff

    How $10M - $100M Online Business Acquisitions Are Done with Emmet Kilduff
    Feb 25 2026
    Buying a $10M–$100M online business isn’t just about having capital. It’s about relationships, structure, leverage, and knowing how the game is really played behind closed doors. In this episode, Jaryd Krause sits down with Emmet Kilduff, founder of The Fortia Group and former investment banker at Morgan Stanley, to unpack how serious online acquisitions actually get done in the $10M to $100M range. After 25 years in M&A, Emmet pulls back the curtain on what separates institutional buyers from everyday acquirers, and why trying to “figure it out yourself” is one of the most expensive mistakes you can make. You’ll learn: The 3-stage “Flirt, Date, Marry” framework elite dealmakers use to build acquisition relationships years before a deal closesWhy the best buyers pitch sellers, and how to create a buyer deck that makes founders want youThe real funding structures used by strategics, private equity, aggregators, and search fundsWhat’s changed since the 2021 acquisition boom, and why 100% upfront deals are basically extinctThe truth about earn-outs (and why most are designed for buyers, not sellers)Why recurring revenue businesses command premium multiples, and how valuation arbitrage actually worksHow to transition from operator to owner so you can think strategically and fund bigger moves This is not theory. This is how real capital allocators think. If you want to understand how serious acquirers finance deals, structure terms, protect downside, and build relationships that lead to eight- and nine-figure exits, this episode is your behind-the-scenes briefing. If you’re planning to buy, sell, or scale an online business and want to understand how institutional-level M&A actually works, hit the “Play” button. Episode Highlights 03:12 Why Even $10M Buyers Shouldn’t Go It Alone 05:08 The “Flirt, Date, Marry” Framework for Closing Bigger Deals 08:41 How Smart Buyers Pitch Sellers (And Win Trust Fast) 12:06 The Truth About Earn-Outs (And Why Sellers Should Be Careful) 18:47 The Three Types of Institutional Buyers in the $10M–$100M Range 23:55 Why Recurring Revenue Changes Everything in Valuation 28:36 The Strategic Conversations That Should Happen Before Price Is Discussed 35:44 From Operator to Owner: Making the Shift to Strategic Thinking 40:27 Building an Advisory Board That Actually Moves the Needle Key Takeaways ➥ Buying a $10M–$100M online business is as much about relationships and strategy as it is about money. ➥ Use the “Flirt, Date, Marry” framework: build trust early, share information progressively, and finalize only when both sides are aligned. ➥ Strong buyers actively pitch sellers—your experience, vision, and team matter just as much as your capital. ➥ Typical deal structures include 60–80% upfront with the balance via earn-outs, equity rollover, or milestone-based deferred payments. ➥ Structuring earn-outs around revenue, not profit, reduces disputes and protects long-term relationships. ➥ Recurring revenue businesses (SaaS, subscriptions, memberships) command higher multiples and offer more predictable financing. ➥ Advisory panels and mentors accelerate decision-making, reduce risk, and boost credibility with sellers. ➥ Transitioning from operator to owner requires delegation, trust, and strategic focus over day-to-day management. ➥ Patience, preparation, and network-building are the hidden factors that make or break acquisition success. About Emmet Kilduff Emmet Kilduff is the Founder of The Fortia Group, an M&A advisory firm specializing in the sale of eCommerce brands and digital agencies. With a background at leading Wall Street investment banks including Morgan Stanley, Emmet brings institutional-level M&A, valuation, and deal-structuring expertise to small and mid-market online businesses. Through Fortia, he has advised founders, buyers, and investors on acquisitions across the UK, US, and international markets, helping them navigate financing, positioning, and exits with professional rigor. On this episode of the Buying Online Businesses Podcast, Emmet shares how sophisticated buyers think about funding acquisitions, structuring deals, and avoiding the common mistakes that derail first-time online business buyers. Connect with Emmet Kilduff ➥ https://www.linkedin.com/in/emmettkilduff/ ➥ https://thefortiagroup.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://...
    Show more Show less
    30 mins
No reviews yet