Buying Online Businesses Podcast

Buying Online Businesses

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.

  1. 5D AGO

    From Real Estate To Acquiring Online Businesses & The Unexpected Mistake To Avoid with Julien Jacques

    What happens when a seasoned real estate investor steps away from physical property and into the world of digital acquisitions? In this episode, we sit down with Julien Jacques, who made the bold transition from building a real estate portfolio to acquiring online businesses—uncovering both the opportunities and the unexpected mistakes along the way. Julien shares his transparent journey, including his non-traditional Canadian financing strategies, the specific digital business models he targets, and the hard-earned “humble realist” lessons that came from both successful acquisitions and costly missteps. Whether you’re managing rental properties, exploring your first acquisition, or curious about “online real estate,” this conversation delivers a grounded, experience-driven look at what it truly takes to scale in the digital business landscape. Ready to rethink how you build wealth beyond physical assets?  Watch the full episode now!   Episode Highlights 10:51 Lessons Learned in Acquisition 13:28 The Importance of Relationships in Business 16:16 Structuring the Deal 21:01 Navigating Business Financing and Debt 22:11 The Dangers of Overdue Diligence 25:25 Making Decisions with Incomplete Information 29:45 Lessons from a Business Acquisition Failure 36:12 The Importance of Leadership and Networking 40:41 The Journey of an Entrepreneur: Risks and Rewards   Key Takeaways ➥ Real estate can provide passive income but requires management. ➥ Buying an existing business can be less risky than starting from scratch. ➥ Due diligence is important but can be misleading if overanalyzed. ➥ Networking is crucial for entrepreneurial success. ➥ Entrepreneurship requires resilience and adaptability.   About Julien Jacques Julien Jacques is a former real-estate investor and entrepreneur who pivoted into buying online businesses after a year-and-a-half of searching across franchises, retail, and other opportunities. He now owns Rocket Powered Sound, a digital products e-commerce business selling sample packs to music producers, and has firsthand experience in financing, acquiring, and scaling an online company in Canada. Julien’s practical transition from physical assets to “online real estate” gives him a unique perspective on acquisition due diligence, margin dynamics in digital products, and how to turn acquisition opportunities into reliable income streams.   Connect with Julien Jacques ➥ https://www.linkedin.com/in/juljacques/    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.

    48 min
  2. JAN 7

    The Silent Deal Killers: What You’re Ignoring When Buying a Business with John Martinka

    What really kills business deals—without anyone noticing? Not the obvious red flags.Not the spreadsheets.But the quiet mistakes buyers make the moment they think they’ve already won. In this episode, Jaryd Krause sits down with John Martinka (aka The Escape Artist), who’s spent 25+ years advising buyers and sellers across 150+ real acquisitions. No theory. Just what actually happens in deals. You’ll hear why first-time buyers fall in love too fast, how stopping your search early weakens your position, and why relationships matter more than price once negotiations get serious. John also reveals how “great on paper” deals quietly turn into long-term stress, and what to do instead. Plus, what happens after the deal closes: how one small shift helped a buyer grow a business by 75% in under a year, and why growth often fixes problems faster than perfection ever will. If you’re buying a business (or even thinking about it), this episode will change how you see deals before it’s too late. 👉 Watch the full video now and get tips most buyers only learn the hard way.   Episode Highlights 02:45 – Buyer fever explained: why first-time buyers knowingly overpay—and how emotional attachment kills financing and post-close cash flow. 04:10 – Why stopping your search early weakens leverage, increases emotional risk, and makes buyers over-commit before a deal is real. 05:58 – A real $6M deal case study: how choosing the highest offer over the right buyer led to 12+ months of post-close disputes and massive stress costs. 10:05 – Why most deals do close after LOI—and the specific conditions that still quietly cause failures during diligence. 11:20 – Add-backs red flags: why too many adjustments signal risk, credibility issues, and potential tax exposure. 18:10 – Seller priorities revealed: why 90%+ of sellers care more about employee outcomes and legacy than price alone. 21:40 – Earn-outs unpacked: why earn-outs fail when used to justify overpricing—and when they actually make sense. 28:30 – How one compensation change drove 75% revenue growth in under 12 months after acquisition.   Key Takeaways ➥ Don’t fall in love with a business before due diligence. Emotional attachment (“buyer fever”) can lead to overpaying and unrealistic expectations. ➥ Keep your options open. Continuing your search until closing strengthens negotiating power and reduces risk. ➥ Choose the right buyer or seller over the highest price. Alignment of values, motivation, and vision prevents long-term disputes and stress. ➥ Customer concentration risk: Businesses with 2 customers generating ~60% of revenue are extremely vulnerable—loss of one client can collapse cash flow and valuation. ➥ Owner dependency is a hidden risk: Owners working 30–40+ hours per week without robust systems increase acquisition risk; businesses are more valuable when the owner can step away without disruption. ➥ Employee incentives drive growth. Strategic compensation and bonuses can unlock rapid revenue growth without heavy structural changes. ➥ Seller priorities often extend beyond money: Over 90% of sellers care about employee outcomes and business legacy as much—or more—than the final sale price.   About John Martinka John Martinka, known as The Escape Artist®, is a veteran M&A advisor and business strategist. As Co-Founder and Managing Member of Nokomis Advisory Services and Martinka Consulting, he’s guided over 150 business buy-sell transactions and analyzed more than 1,000 companies.  With more than 25 years of experience, John helps executives “escape” the corporate grind by buying businesses the right way, and he also coaches business owners to exit their companies with style, grace, and maximum value. He’s a prolific author (four business books) and speaker, passionate about reducing owner dependency, building systems, and setting up companies to scale or exit profitably.   Connect with John Martinka ➥ https://www.linkedin.com/in/johnmartinka/    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.

    32 min
  3. 12/31/2025

    5 BIG Reasons People Fail At Buying A Business with Jaryd Krause

    Most people don’t fail at buying a business because they’re not smart enough.They fail because—without realizing it—they’re setting themselves up to lose before they even begin. In this solo episode of the BOB podcast, Jaryd Krause goes off-script and gets brutally honest about the real reasons people struggle to acquire online businesses, and why these same patterns show up in money, business, and life. This isn’t a tactical “how-to” episode.It’s a mindset reset. Jaryd breaks down the five biggest reasons people fail at buying a business, drawing from his own journey, his work with buyers around the world, and the patterns he sees repeatedly derail otherwise capable people. You’ll learn: Why you don’t need to know how to run or buy a business before acquiring one How “good” advice becomes dangerous when you treat general guidance as personal truth Why most people are mentally unprepared for the acquisition process—even when they have the money How impatience and unrealistic timelines quietly sabotage deals The uncomfortable truth about why wanting a business isn’t enough—and when change only happens out of necessity Jaryd also dives into cultural differences, ambition, pain as a driver of success, and why some people push through every obstacle while others stall indefinitely. This episode is raw, reflective, and unapologetically real. 🎧 Listen in—and ask yourself whether you’re setting yourself up for success… or failure.   Episode Highlights 01:00 – Why most people unknowingly set themselves up for failure before they even start 06:55 – Myth-busting: Why you don’t need to know how to run or buy a business before acquiring one 10:45 – The danger of “bad” advice and why most guidance is general, not personal 13:55 – Why copying someone else’s timeline almost guarantees failure 18:30 – How unrealistic goals quietly destroy confidence and momentum 20:45 – The mental reality of buying a business and why most people aren’t prepared 24:30 – Patience vs. pressure: why counting inputs matters more than counting time 28:20 – Want vs. necessity: the single biggest reason people fail to follow through 32:40 – How pain, fear, and discomfort actually drive ambition and success   Key Takeaways ➥ You don’t need experience to get started. Most successful buyers had never run or bought a business before their first acquisition. Skills are built during the process—not before it. ➥ General advice becomes dangerous when taken as personal truth. What worked for someone else may not work for you due to differences in time, resources, credit, life stage, and risk tolerance. ➥ Unrealistic timelines create avoidable failure. Comparing your progress to others—or forcing artificial deadlines—leads to disappointment, self-doubt, and unnecessary quitting. ➥ Mental readiness matters more than capital. Buying a business requires patience, resilience, and the ability to handle rejection, uncertainty, and long stretches without visible progress. ➥ Preparation is psychological, not just financial. Due diligence, deal flow, and negotiations are mentally taxing—especially at lower price points where fewer systems and advisors exist. ➥ Stop measuring success by time. Measure inputs instead. Track actions like deals reviewed, conversations held, and due diligence completed. Progress compounds through consistent inputs, not arbitrary deadlines. ➥ Setting the bar too high too early damages confidence.  Low, achievable goals build momentum. Repeated “missed” goals—even small ones—erode belief and motivation over time. ➥ Wanting a better life isn’t enough—necessity creates action. True follow-through happens when change becomes non-negotiable, not optional. ➥ Pain and discomfort are powerful drivers, not problems. Ambition is often fueled by frustration, fear, or dissatisfaction. Learning to harness that energy is key to long-term success.  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.

    36 min
  4. 12/24/2025

    How to Build a Portfolio of Online Businesses with Smart Financing & Systems with Glenn Giro

    How far can $100,000 really take you in business acquisitions? One deal?A small portfolio?Or a scalable acquisition machine? In this episode, Jaryd Krause sits down with SBA Business Development Officer Glenn Giro to break down the real math behind buying businesses with SBA financing, and why there’s technically no cap on how many businesses you can acquire, as long as you understand the rules that actually stop most buyers. They unpack how entrepreneurs are using up to 90% SBA financing, long 10-year terms, and no prepayment penalties to build portfolios most people assume are out of reach. You’ll discover: How $100,000 in cash can unlock a $1M+ acquisition The $5M SBA cap per NAICS code and how it impacts serial buyers Why banks love SBA loans (and why that matters to you) The real fees lenders don’t explain upfront How cash flow and debt service coverage are actually calculated What changes when you go from your first deal to your second, third, or fifth When 100% financing is possible and when it’s not Why do some high-multiple digital businesses get rejected The timeline lenders expect before approving your next acquisition If you’re serious about buying your first digital business or turning one deal into a portfolio of cash-flowing assets, this episode will completely reframe how you think about capital, leverage, and scale. Watch the full video to see the numbers, strategies, and acquisition pathways most buyers never learn about.   Episode Highlights 02:55 – Why a “simple” 10% down payment can still kill your SBA deal if you don’t understand total project costs. 05:08 – The harsh truth: why $100K is often not enough to safely buy a $1M business. 10:52 – How SBA’s 75% loan guarantee unlocks 90% financing—and why banks are eager to lend. 12:57 – The hidden cost most buyers miss: $20K–$30K in SBA fees on a $1M acquisition. 15:16 – The real reason most buyers can’t buy a second business right after their first. 23:59 – The quiet rule that caps portfolios at $5M per NAICS code—and how it blocks long-term scaling.   Key Takeaways ➥ SBA financing allows buyers to acquire businesses with as little as 10% down, but cash reserves and liquidity matter more than purchase price alone. ➥ The SBA’s 75% government guarantee reduces bank risk and unlocks long-term, high-leverage financing for profitable online businesses. ➥ Seller financing can help bridge equity gaps, but new rules requiring 10-year standby make it rare in competitive acquisitions. ➥ Most buyers need 6–12 months of successful operations before qualifying for a second SBA-backed acquisition—proof of execution accelerates approvals. ➥ Each business must support its own debt service; strong cash flow in one acquisition won’t compensate for a weak second deal. ➥ NAICS code limits quietly shape acquisition strategy—buyers who plan ahead can scale portfolios faster and avoid unexpected financing caps.   About Glenn Giro Glenn Giro is a seasoned SBA business development officer and acquisition financing expert who helps entrepreneurs buy and grow businesses using strategic SBA-backed loans. He hosts “SBA University,” a training series for business owners and aspiring acquirers, and regularly speaks about acquisition financing and business ownership strategies.   Connect with Glenn Giro ➥ https://www.linkedin.com/in/glenn-giro/➥ https://www.youtube.com/@SBAUniversity     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.

    40 min
  5. 12/17/2025

    Why Most Acquisition Dreams Die - And How to Build One That Survives with David Barnett

    In this episode of the BOB Podcast, Jaryd Krause chats with David C. Barnett—author, educator, and all-around small-business acquisition pro. David’s spent 11 years making straightforward videos about buying, selling, and running small businesses, and he’s seen it all. They dive into what most first-time buyers totally miss—like how a “simple” service business pulling in $300–400k a year can still hit you with $10k in unexpected repairs, or how a business that seems hands-off can take up way more mental energy than you expect. You’ll hear things like: 💡 Why lifestyle buyers often crash and how to avoid turning your dream into a money trap⚠️ Even with a manager, some problems are just going to end up on your desk🔧 How one dry-cleaning shop kept a family afloat but still drained the owner mentally😬 What constant staff turnover really means—and the mindset that separates the quitters from the winners🧠 Why corporate experience doesn’t prepare you for small-business chaos📈 Why flipping businesses usually fails, but holding one for 5–6 years can pay off big🤝 Why you need real business friends, not just LinkedIn highlight reels David shares stories from owners who were totally blindsided by the day-to-day reality—turning neglected businesses into assets, and surviving the crazy, unexpected stuff along the way. 🎧 If you want the raw truth about buying a business—no fluff, just lessons you actually need—this episode’s for you.   Episode Highlights 07:07 – How overpaying and operational surprises can sink a business deal. 11:22 – The danger of buying based on emotion, not strategy. 15:30 – How “time on your side” strengthens your acquisition position. 20:15 – Fixing the “leaky bucket” of household finances before buying. 35:56 – Understanding your emotional drivers: lifestyle vs. self-actualization. 43:34 – Buying dreams vs. buying businesses: the B&B cautionary tale. 47:01 – Why running a business is harder than it looks: expectations vs. reality. 51:15 – The real value of small businesses is in long-term ownership, not flipping. 55:04 – Lessons from real owners: hiring struggles and the mindset of persistence.   Key Takeaways ➥ Know your motivation. Buying a business without understanding your emotional drivers — lifestyle, status, or security — can lead to overpaying or making misaligned choices. ➥ Cashflow and leverage are critical. Overpaying or using high leverage without accounting for operational costs and capital expenditure can sink even profitable businesses. ➥ Time is your ally. Build financial strength and patience first. A strong savings habit and a clear understanding of deals over time make you a stronger, less impulsive buyer. ➥ Due diligence saves you. Verify revenue, costs, and seller claims. Skipping checks or relying on emotion leads to costly mistakes. ➥ Lifestyle vs. business reality. Owning a business provides freedom and income, but it always carries operational burdens. Expect hands-on involvement, even with managers in place. ➥ Start with experience. Before buying a business in a new industry, work in it part-time. Real exposure prevents costly surprises. ➥ Value is in ownership, not flipping. Profit comes from running a business over years, not quick resale. Systems, marketing, and management improve long-term returns. ➥ Network with real business owners. Observing how experienced owners handle hiring, challenges, and growth teaches lessons no podcast or post can convey. About David Barnett David C. Barnett is a seasoned business broker, advisor, and educator who has helped aspiring entrepreneurs buy and sell small-to mid-sized businesses since 2009. He is the founder of the Business Buyer Advantage program—a comprehensive training system that guides buyers through finding, analysing, offering on, financing, and integrating a business. David’s background includes business valuation, deal structuring, and a passion for helping people escape the 9-to-5 by owning cash-flowing businesses.   Connect with David Barnett ➥ https://www.businessbuyeradvantage.com ➥ https://www.linkedin.com/in/davidbarnettmoncton    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.

    58 min
  6. 12/10/2025

    He Acquired 15+ Digital Business Acquisitions + Mistakes To Avoid with Yury Byalik

    He’s bought over 15 digital businesses—and learned some lessons the hard way. In this episode of the BOB Podcast, Jaryd Krause sits down with Yury Byalik, a seasoned growth marketer, acquisitions strategist, and digital-business investor who has spent over 15 years building, buying, and scaling profitable online companies. Currently serving as Head of Strategy & Acquisitions at Onfolio Holdings, Yury has mastered the art of spotting opportunities, structuring deals, and growing digital businesses into high-performing assets. But here’s the thing: acquisitions aren’t as simple as signing papers. Mistakes happen—and they can cost you time, money, and growth. Yury shares exactly what to avoid and what strategies actually work. In this episode, you’ll learn:💡 How Yury evaluates a digital business before buying🔧 The most common mistakes first-time acquirers make—and how to sidestep them📈 The growth strategies that turn a purchased business into a profitable, scalable asset🧠 The mindset needed to build a successful acquisition portfolio🤝 Practical tips on integration, operations, and making your acquisitions work together Whether you’re considering your first digital business purchase or looking to scale an existing portfolio, this episode is packed with actionable insights and real-world lessons from someone who’s actually done it—15 times over. 🎧 Plug in and get ready to avoid costly mistakes while accelerating your acquisition journey.   Episode Highlights 07:07 – Why a strong team and legal safeguards can make or break a deal. 09:06 – A shocking story of hidden fraud and non-disclosure. 15:05 – Roll-Up vs. Independent Growth: Yuri shares his selective approach to merging acquisitions 19:00 – Why high‑volume acquisition strategies (e.g., Amazon roll‑ups) often fail. 20:54 – Why waiting 1–3 months can save millions before scaling. 29:41 – How AI commoditization is reshaping valuations across industries.   Key Takeaways ➥ Due diligence is non‑negotiable. Many sellers omit or misrepresent critical information (clients leaving, illegal kickbacks, contract terms). Without a strong legal and analysis team, even “profitable” businesses can become liabilities post-acquisition. ➥ Diversification of traffic and revenue matters. Businesses dependent on a single channel (SEO, ads, Amazon, Google Adsense) are exposed to high risk — a single algorithm or platform change can destroy value. ➥ AI has fundamentally changed valuations. With AI tools reducing the uniqueness of content, and enabling rapid replication of SaaS ideas, multiples on content- or software-based businesses have dropped significantly. That means both risk and opportunity for buyers. ➥ Patience and strategic focus beat volume-based roll-ups. Instead of snapping up every deal, it’s smarter to take time, understand what works inside the business, and selectively scale what’s already strong — especially if you plan to operate (not flip) long-term. ➥ Passion and niche alignment improve acquisition success. Businesses tied to hobbies, communities, or long-term interests tend to perform better when buyers are genuinely invested, because passion translates to better stewardship and resilience through ups and downs. ➥ In attractive niches, speed is everything. When a good business hits the market (clean model, diversified traffic, good margins), multiple buyers are often ready — meaning you need clear, fast decision-making if you want to win the deal.   About Yury Byalik Yury Byalik is a seasoned growth marketer, acquisitions strategist, and digital-business investor with over 15 years of experience building, buying, and scaling profitable online businesses. Currently, he serves as Head of Strategy & Acquisitions at Onfolio Holdings, a public company that acquires and operates a diversified portfolio of digital assets. Before that, Yury worked across digital marketing, SEO, and business law, giving him a unique blend of operational, legal, and deal-sourcing expertise. He is a recognized speaker and contributor on topics such as deal sourcing, acquisition evaluation, and value creation in the online business space.   Connect with Yury Byalik ➥ https://levelfield.io/ ➥https://bridgethegap.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 - 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.

    39 min
  7. 12/03/2025

    What 50 Acquisitions + $5Billion In Value Says About Scaling From Acquisition To Exit with Nick Bradley

    In this episode of the BOB Podcast, Jaryd Krause sits down with Nick Bradley, a world-renowned author, speaker, and business growth expert known for helping entrepreneurs, business leaders, and investors build, scale, and sell high-value companies. Nick brings more than a decade of Private Equity experience to the conversation. Throughout his career, he has completed over 50 acquisitions, sold 26 businesses, created over $5 billion in value, and played key roles in three exits exceeding $1 billion each. His expertise offers a rare, behind-the-scenes look at what it truly takes to buy, integrate, grow, and exit companies at scale. In this episode, listeners will learn: 💡 The criteria first-time acquirers should focus on 🔧 Nick’s Squared Management System—the four pillars and 40 essential elements that create a solid management foundation 🤝 How to merge two businesses, how long integration takes, and the steps involved in acquiring for growth 🧠 The mindset required for those building a portfolio through acquisition 📈 The characteristics of successful portfolio builders, including why “boring” businesses often become the most profitable For anyone considering growth through acquisition or curious about how seasoned investors strategically scale companies, this episode provides the insights and frameworks needed to navigate the world of M&A with confidence.   Episode Highlights 02:10 –  Why Founders Struggle? 04:41 – Strategic vs. Financial Value: Understanding "The Buyer’s Math"  07:00 – Build Your Business To Be Sellable 09:21 – What PE Firms Do Differently: Discipline, Detachment & Focus   Key Takeaways ➥ Most founders misunderstand what truly drives business value. They tend to focus on revenue or profit, but in reality, those are only about 40% of the valuation—60% comes from operational, strategic, and structural factors that founders often overlook. ➥ Sophisticated buyers play a different game. Private equity firms and large acquirers buy and sell companies constantly. They know the rules, the metrics, and the process far better than most founders who are going through a once-in-a-lifetime sale. ➥ Value is based on the buyer’s math, not the seller’s. Strategic buyers care about customer bases, distribution, systems, capability, geographies, and integration potential, not just financial performance. Founders must understand what their business is worth to the buyer. ➥ A business should always be built to be sellable—even if you never sell. A well-built business creates freedom, independence, and optionality. When a sale opportunity comes, you’ll be in the best position to maximize value. ➥ Private equity excels because of emotional detachment and absolute focus. PE firms operate with military-level discipline—no emotional decision-making, full clarity on end goals, and a strict focus on executing a plan that increases value fast. This contrasts with founders who are often emotionally attached to their business.   About Nick Bradley Nick Bradley is a world-renowned author, speaker, and business growth expert who works with entrepreneurs, business leaders, and investors to build, scale, and sell high-value companies. After spending a decade in Private Equity, Nick has seen the ups and downs of business growth and the key challenges that impact business performance. During that time, he completed over 50 acquisitions, sold 26 businesses, and created over $5bn in value. He has personally been involved in 3x exits valued at over $1bn each. Nick believes that scaling and eventually selling your business isn’t a “game of chance”. With guidance and support, your business can navigate the complexities of markets, scale efficiently, attain business goals that match your vision, and achieve an outstanding exit that reflects the hard work you have invested in your journey. He also believes in leveling the playing field with sophisticated buyers, such as Private Equity, equipping business owners with the strategies and tools to compete in the fierce world of M&A … and win the game.   Connect with Nick Bradley ➥Nick’s LinkedIn: linkedin.com/in/realnickbradley ➥ Exit Your Business For Millions - Download This Guide: https://go.highvalueexit.com/opt-in    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.

    1 hr
  8. 11/26/2025

    Can You Afford A 7 Figure Business Acquisition? with Jaryd Krause

    Think a million-dollar online business is out of reach?  The real barrier isn’t the price—it’s everything you don’t see coming before you even sign. In this solo episode, Jaryd Krause pulls back the curtain on the part of buying a 7-figure business that almost nobody talks about—the real costs, the real timelines, the real competition, and the parts of the process that can quietly wreck your deal long before you ever get to the closing table. Most people assume a $1M acquisition is simple math:Find the business, put down the deposit, sign some papers, done. But behind every one of those deals are fees, structures, advisors, lenders, deadlines, and expectations that—if you’re not prepared—will eat your budget and your sanity alive. Here’s what Jaryd gets into: 📌 The actual line-item expenses of buying a 7-figure business (legal, advisors, due diligence,  escrow, lender fees—yes, all of it) 📌Why doing a smaller deal doesn’t necessarily make anything easier and why some “cheap” deals cost more in mistakes 📌How the right deal structure can turn upfront costs into credits that reduce what you owe at closing 📌 The role of buyer-side advisors —what they charge, what they’re worth, and when you shouldn’t hire one 📌 The hidden criteria lenders use to judge your deal that most buyers don’t even know they’re being evaluated on 📌 Why timelines are never linear and competition is always sharper at the top 📌 The mindset traps that sabotage buyers and how patience becomes the most profitable strategy you have   Jaryd doesn’t dress it up. He walks you through the real picture—what it costs, what’s negotiable, what’s risky, and what will give you an edge when everyone else is rushing and guessing. If you’ve ever wondered whether you can actually afford a million-dollar acquisition, consider this your roadmap—and your reality check. 🎧 Plug in. This one will change the way you look at buying a business.     Episode Highlights 01:15 – Differences between sub-$500K deals vs seven-figure acquisitions 02:24 – Key costs when buying a seven-figure business 04:52 – Why do you need a specialized M&A lawyer? 07:13 – How to structure legal packages for letters of intent, asset purchase agreements, and contract due diligence 16:56 – Why larger businesses can be easier to acquire despite higher costs, and how cash flow impacts returns 19:22 – How long it can take to close a seven-figure business deal and factors affecting timing 21:40 – Cash vs. financed deals: the impact on negotiation power and deal structure 23:55 – Setting realistic expectations and why compounding small wins builds confidence in acquisitions 26:17 –  Why do you need to work with experts?     Key Takeaways ➥ Legal fees for M&A lawyers usually run 1–2% of the deal, and using an experienced online business acquisition lawyer is essential. ➥ Finance broker fees range from $5K–$10K, with SBA or lender fees around 3.5–3.75% of the financed amount, often rolled into the loan. ➥ Buyer-side advisors (3–8% of deal size) can review due diligence, advise on deal structure, negotiate, and sometimes source pre-vetted businesses. ➥ Due diligence packages ($5K–$40K) and escrow (~1% of acquisition) are key costs, but many upfront fees can be credited toward your deposit. ➥ With smart planning, many upfront costs—legal, advisor, and broker fees—can be credited toward your deposit, allowing acquisition with just 10% cash down. ➥ The larger the business, the more leverage you have, and the more stable the cash flow. Entry costs scale, but ROI potential often increases with size. ➥ Acquisition timelines vary widely—sometimes months, years—depending on market availability, acquisition criteria, and competition. Patience is key. ➥ Set realistic expectations. Overly ambitious goals or standards can harm mindset and decision-making. Compounding small wins builds confidence and sustainable success.  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/3YmJAm ➥ 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.

    28 min
4.9
out of 5
29 Ratings

About

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.

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