Episodios

  • The Truth About SBA Loans for Buying Online Businesses (Ray Drew Explains)

    The Truth About SBA Loans for Buying Online Businesses (Ray Drew Explains)
    Nov 19 2025
    What if the one thing stopping you from owning a thriving online business isn’t money… but what you don’t know about SBA financing? In this episode, Jaryd Krause chats with Ray Drew—aka SBA Ray—host of The Art of SBA Lending, the #1 podcast that pulls back the curtain on how SBA loans really work. Ray is the Managing Director at Truliant Federal Credit Union, a deal closer with hundreds of successful SBA-financed businesses under his belt, the man behind millions in SBA-backed deals, and the architect of SBA success stories nationwide. He’s seen everything—the smooth wins, the total nightmares, and the deals that fell apart days before closing. Most people think an SBA loan is simple: apply, get approved, buy the business, boom—you’re a CEO. But the truth? There are traps hidden in plain sight. And missing just one could cost you the deal—or tens of thousands in wasted time and fees. Here’s what Ray and Jaryd dive into: 🔥 The hidden misconceptions that trip up first-time buyers (even the smart ones)🔥 Why your “perfect” deal structure could actually kill your loan approval🔥 The truth about interest rates, balloon payments, and seller financing nobody tells you🔥 What really happens behind the scenes when lenders assess your deal🔥 The surprising reason your loan might get rejected even if you’re qualified 🔥 How long does the process really take—and what delays can quietly blow up your timeline🔥 Why the right M&A attorney can save your deal when everything’s on the line Ray doesn’t sugarcoat it—he breaks down exactly what’s going wrong in the SBA space and what you need to know before you sign anything. If you’ve ever dreamed of acquiring an online business but didn’t know how to fund it, this is your reality check and your roadmap. Because when it comes to SBA lending, it’s not just about money… It’s about knowing the game before you play it. 🎧 Grab your headphones. This one could save your next deal. Episode Highlights 01:12 – What SBA lending is and why it’s a game-changer for business buyers 06:40 – Why buying a business often beats starting from scratch 09:24 – The most common misconceptions about SBA loans 12:10 – Key factors lenders look for before approving a deal 15:32 – The #1 mistake buyers make during the SBA loan process 18:46 – How to choose the right lender and build a strong relationship 21:55 – Real stories from hundreds of SBA-financed deals—the smooth, the messy, and the ones that fell apart 25:08 – How does the deal structure and negotiation impact loan approval 28:26 – Why preparation is the real secret to fast, successful closings 31:47 – Ray’s process for evaluating if a business is truly financeable 34:15 – Lessons from deals that went wrong—and how to avoid the same pitfalls 37:28 – What every buyer should do 6–12 months before applying for an SBA loan 39:52 – Ray’s best advice for entrepreneurs who want to acquire a business in 2025 Key Takeaways ➥ SBA financing is one of the most powerful yet misunderstood tools for buying a business—it lets entrepreneurs acquire profitable companies with as little as 10% down. ➥ Preparation is everything. Clean financials, accurate tax returns, and a solid business plan can drastically increase your chances of getting approved. ➥ The right lender matters more than most realize. Experienced SBA lenders can structure deals creatively, solve problems quickly, and close with confidence. ➥ Not all deals are created equal—lenders look for stable cash flow, strong management transitions, and businesses with proven profitability. ➥ Expect surprises. Even well-structured deals can fall apart near closing, so patience, flexibility, and expert guidance are essential. ➥ Buying a business with SBA financing isn’t just about getting a loan—it’s about acquiring a long-term wealth vehicle that can transform your financial future. ➥ Execution beats theory. Ray’s track record proves that the best buyers are those who take action, learn from each deal, and build relationships with trusted lenders. About Ray Drew Ray Drew is the SBA Managing Director at Truliant Federal Credit Union, where he helps entrepreneurs buy businesses through SBA financing. With over a decade in the industry, Ray has closed hundreds of deals and is widely regarded as one of the leading voices in SBA lending today. He is also the host of the #1 podcast in the SBA lending industry, The Art of SBA Lending. Connect with Ray Drew ➥ www.sbaray.com ➥ https://www.youtube.com/@SBA_Ray 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 ...
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    45 m
  • E-commerce Exit Strategy & 8 Figure Scaling Secrets with Andri Sadlak

    E-commerce Exit Strategy & 8 Figure Scaling Secrets with Andri Sadlak
    Nov 12 2025
    Most people guess marketing tricks—but Andri Sadlik knows the shortcuts, the pitfalls, and the moves nobody talks about. In this episode, Jaryd Krause sits down with Andri Sadlik, a pro at scaling SaaS, AI, and e-commerce businesses. Andri launched his first business and exited successfully. After that, he scaled multiple Amazon FBA brands from $100K a year up to $1M, and finally over $10M. No gimmicks, no luck—just carefully built systems, a strategy that makes sense, and teams that execute like clockwork. He’s also the co-founder of ProductPinion, a SaaS company he’s planning to exit, and has been featured in top media outlets for his expertise in scaling businesses. In this conversation, you’ll hear how he: 🚀 Built and sold his first business—without repeating rookie mistakes 🚀 Survived a broker nightmare—and came out ahead 🚀 Took Amazon brands from $100K → $1M → $10M+ 🚀 Created influencer programs that generate real ROI 🚀 Scales multiple businesses by connecting teams, systems, and plans Andri shares the challenges, the wins, and the step-by-step strategies that helped him grow an impressive portfolio of businesses. If you want actionable insights on scaling, selling, or acquiring e-commerce businesses, this conversation is packed with value. Tune in and learn how to take your business from 0 to 8-figures—and avoid the mistakes that can cost you big. Episode Highlights 01:04 – How Andri sold his 3-year-old Amazon FBA business in 2020 03:07 – How to vet brokers carefully 07:30 – How to prep for business exit prep 12:58 – The post-acquisition success story 16:41 – How to bring new customers with minimal effort while complementing existing PPC spend. 23:06 – Secret hack for driving real conversions. 27:36 – Why experience matters Key Takeaways ➥ Selling a business isn’t just about the exit—it’s about preparation. Optimizing operations, cleaning up books, and systemizing processes can dramatically increase value before you sell. ➥ Choosing the right broker is critical. Some may prioritize buyers over sellers, so triple-check their process and talk to previous clients to avoid surprises. ➥ Price smart: list slightly higher than you expect to sell. Buyers usually negotiate down, and a higher starting point protects your upside. ➥ Post-acquisition growth thrives on systems and expertise. Optimizing listings, ads, inventory, and operations can double revenue—even for a brand bought for “super small” amounts. ➥ Recurring purchase models are gold. Consumable products, repeat buyers, and brand loyalty can accelerate growth faster than flashy campaigns. ➥ Leveraging influencer programs strategically—segmenting creators, VIPs, and deal groups—can drive 11%+ of sales without heavy spend. ➥ Continuous experimentation, collaboration, and smart use of customer feedback unlock unexpected growth. Even small tweaks to processes or partnerships can massively scale results. About Andri Sadlak Andri Sadlak is the Head of Product & Strategy leader with a track record of building and scaling SaaS, AI, and e-commerce businesses. Scaled 8-figure portfolio, co-founded a Saas company called ProductPinion, and has featured in many media publications talking about scaling online businesses.. Connect with Andri Sadlak ➥ https://www.linkedin.com/in/sadlak/ 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.
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    31 m
  • Acquiring a SaaS Business & Scaling it From $5k - $80k P/mth In 1 Year with Chanakya Yerneni

    Acquiring a SaaS Business & Scaling it From $5k - $80k P/mth In 1 Year with Chanakya Yerneni
    Nov 5 2025
    What if you could turn a $5K/month business into $80K/month in under a year? That’s exactly what Chan Yuenenyi did. In this episode, Jaryd Krause chats with the founder and CEO of EssayGrader AI—the world’s leading AI grading platform trusted by over 100,000 educators. When Chan bought the business, it was generating only $5,000 per month. Fast-forward less than a year later, and he’d scaled it to $80,000/month, hitting $1M in annual recurring revenue. But here’s the twist: Chan didn’t chase shiny tactics or massive ad budgets.He used precision. Systems. Deep understanding of what users actually need. Before founding EssayGrader AI, Chan managed a billion-dollar product line at OpenText. So, he knew one thing most first-time buyers miss—buying a business is easy. Growing one takes vision. In this conversation, you’ll discover how he: 🔥 Spots red flags before closing a deal🔥 Turns customer feedback into a growth engine🔥 Shifted from “operator” to “owner”🔥 Discovered the single most powerful strategy behind his $5K → $80K leap🔥 Built what he calls “inside-out growth”—and why it changes everything This isn’t just a story about scaling. It’s about clarity, focus, and designing a business that grows because it serves people better. If you’re looking to buy your first SaaS—or scale the one you already own—don’t miss this one.It’s packed with real lessons from someone who’s actually done it. Episode Highlights 08:08 – Chan reveals his process of evaluating 25–30 businesses over 90 days, learning to identify patterns, red flags, and what truly matters when choosing the right acquisition. 13:56 – Why product-market fit and traction matter more than polished features or perfect design when evaluating early-stage SaaS. 15:51 – Chan breaks down the valuation and deal structure—he bought SAGrader.ai for $125K in cash at a 2x revenue multiple. 19:46 – Red flags to watch for when buying a business—no traction, unclear customer base, lack of competitors, or overbuilt products. 27:42 – How involving users in building new features turned customers into loyal advocates and multiplied sales through word of mouth. 28:27 – The impressive growth story—from $5K to $80K MRR in a year—by focusing on fundamentals and customer insights over flashy marketing tactics. 30:34 – Why execution beats information overload: Chan’s advice to stop chasing every online guru and start acting on core business principles. Key Takeaways ➥ Acquiring an existing SaaS business offers a faster, lower-risk entry into entrepreneurship compared to starting from scratch, letting you focus on growth instead of setup. ➥ Evaluating dozens of deals before buying helps refine your investment instincts—each review teaches you how to spot red flags, assess traction, and recognize scalable opportunities. ➥ Product-market fit is the single most important factor in acquisition success; without genuine demand and active users, no amount of marketing can sustain growth. ➥ Direct customer communication—through live chat, feedback loops, or support channels—unlocks powerful insights that shape product improvements and retention. ➥ Growth doesn’t come from adding complexity but from deeply understanding your users and iterating based on their real-world needs. ➥ Cash deals can streamline acquisitions and build seller trust, though they require strong conviction in your due diligence and vision for growth. ➥ Listening, testing, and improving continuously can turn a modest $5K MRR business into an $80K MRR success—proof that fundamentals and focus outperform flashy tactics. About Chanakya Yerneni Chan Yerneni who is Founder & CEO of EssayGrader AI, the #1 AI grading platform trusted by 100,000+ educators to save 10+ hours every month grading student submissions. Former Senior Product Marketing Manager at OpenText ($1B+ product). Connect with Chanakya Yerneni ➥ https://www.essaygrader.ai/ ➥ https://www.linkedin.com/in/chanakya-yerneni-338869378/ Resource Links ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause ➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/ ➥ Hostinger (Website Hosting) - https://bit.ly/3HUqW0s ➥ Surfer SEO (SEO tool for content writing) - https://bit.ly/3WWMKjM ➥ Ezoic (Ad Network) - https://bit.ly/3NuVR5P 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...
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    33 m
  • Inside Selling a SaaS Business: Real Stories, Risks & Rewards with Antoine Minoux

    Inside Selling a SaaS Business: Real Stories, Risks & Rewards with Antoine Minoux
    Oct 29 2025
    It’s not the numbers that make a business thrive—it’s the people, the trust, and the purpose behind it. In this revealing episode, Jaryd Krause sits down with Antoine Minoux, Principal Product Designer at Yelp and a serial entrepreneur who has founded, grown, and sold multiple successful SaaS ventures, including Improvmx and VoilaNorbert. Together, they unpack what really happens behind the scenes of buying, scaling, and selling online businesses—and the emotional intelligence required to do it right. Antoine shares his candid reflections on navigating acquisitions, from spotting undervalued opportunities to balancing multiple ventures and knowing when it’s time to sell. They explore how trust and transparency form the foundation of any successful deal, why valuation isn’t just about numbers, and how emotional awareness can be the difference between a smooth exit and a painful one. Through Antoine’s firsthand experiences, this conversation provides a roadmap for entrepreneurs looking to grow not just through innovation but through strategic acquisition and authentic relationships. Together, they explore: ✔️ Why buying an existing business can be less risky than starting from scratch✔️ The emotional and relational side of business acquisitions most founders overlook✔️ How to balance multiple ventures without losing clarity or momentum✔️ The right way to approach valuation and negotiation in SaaS deals✔️ Lessons learned from multiple exits—and why selling doesn’t always mean letting go Whether you’re an aspiring acquirer, a seasoned founder, or somewhere in between, this episode will challenge how you think about growth, exits, and the role of trust in entrepreneurship. 🎧 Tune in to discover how Antoine Minoux built and exited multiple SaaS businesses by combining strategic thinking with human-centered design—and how you can too. Episode Highlights 02:50 – Why acquisition can outperform starting from scratch: understanding risk reduction and leveraging proven systems for faster growth. 08:24 – Lessons from multiple exits: what Antoine learned about timing, valuation, and emotional readiness. 16:23 – Knowing when to sell: the strategic and personal factors that influence exit decisions. 19:26 – Balancing multiple ventures: how to manage creative energy, focus, and burnout when running several businesses. 22:02 – Smart valuation strategies: combining upfront cash flow with future performance for sustainable exits. 24:44 – Evolving as an entrepreneur: how experience shapes acquisition instincts and strategic clarity. 29:52 – Redefining the meaning of an exit: why selling a business doesn’t always mean walking away from your vision. Key Takeaways ➥ Buying an existing business often offers a safer and faster path to success than starting from zero. ➥ Trust and transparency aren’t just values—they’re strategic advantages in high-stakes transactions. ➥ Emotional awareness is critical during acquisitions and exits; ego-driven decisions can destroy deals. ➥ A great valuation balances immediate returns with long-term performance and relationships. ➥ Experience in your industry dramatically improves your ability to identify and grow profitable opportunities. ➥ Exiting a business can be a transformation, not a goodbye—many founders stay involved in new, more strategic ways. ➥ Growth through acquisition requires both strategic thinking and emotional intelligence—one without the other leads to imbalance. About Antoine Minoux Antoine Minoux is a Principal Product Designer at Yelp and an Indiepreneur currently living and working in Hamburg. He successfully founded, designed, grew, and sold multiple bootstrapped SaaS companies like Voilanorbert.com and Improvmx.com. He is now working on Fernand, the ultimate custom messaging tool for modern SaaS. Connect with Antoine Minoux ➥ https://www.linkedin.com/in/antoineminoux/ ➥ ww.getfernand.com - Link to Ep 339 with Matthew Tse, the Acquirer of ImproxMX Resource Links ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause ➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/ ➥ Cloud Ways (Website Hosting) - https://bit.ly/40tjyjG ➥ SEM Rush (SEO tool) - https://bit.ly/3lINGaV ➥ Ezoic (Ad Network) - https://bit.ly/3NuVR5P 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/...
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    50 m
  • [Case Study] 7 Figure Ecommerce Business Acquisition Earning $68,800 P/mth with John & Brian

    [Case Study] 7 Figure Ecommerce Business Acquisition Earning $68,800 P/mth with John & Brian
    Oct 22 2025
    Business success isn’t just about buying the right company—it’s about building the right foundation. In this insight-packed episode, Jaryd Krause sits down with Brian and John, two entrepreneurs who’ve mastered the art of acquiring and scaling online businesses through mentorship, strategic planning, and sustainable growth. From their first steps into e-commerce to managing complex acquisitions, Brian and John share how having the right mentor, team, and financial structure can make or break a deal. They pull back the curtain on what it really takes to grow an online business—revealing how patience, education, and teamwork pave the way for long-term success in a fast-changing digital economy. Together, they unpack: ✔️ The role of mentorship in accelerating business growth and confidence✔️ How to build diverse revenue streams that stabilize your portfolio✔️ Financial planning fundamentals every buyer needs before acquisition✔️ Why a strong team and legal support system are non-negotiable✔️ The mindset shift from “buying a job” to “owning a business”✔️ How customer feedback fuels innovation and operational improvement✔️ Building systems that scale—and keep your business sustainable Through candid reflections and hard-won lessons, Brian and John offer a blueprint for entrepreneurs who want to expand strategically while avoiding the burnout and chaos that often follow growth. Whether you’re an aspiring buyer or already running multiple online ventures, this episode will equip you with the mindset and structure to scale with confidence. 🎧 Tune in to learn how to design your business for growth, master your numbers, and build a team that frees you to focus on your next big move. Episode Highlights 05:31 – Navigating acquisitions: lessons learned from evaluating, negotiating, and structuring successful deals. 08:26 – Building your inner circle: why legal, financial, and operational support are essential for scaling. 11:23 – Overcoming acquisition hurdles: managing uncertainty, setbacks, and the emotional rollercoaster of business buying. 22:39 – Planning ahead: aligning goals, systems, and strategy for sustainable expansion. 34:30 – Systems thinking: creating repeatable processes that build resilience and scalability. 35:19 – The power of partnership: how trust and complementary skills strengthen business outcomes. 38:25 – Hard-won wisdom: advice for first-time buyers on patience, preparation, and perspective. 41:00 – Education as an edge: how continuous learning fuels smarter investments and growth. 48:12 – The road ahead: building a sustainable, diversified business portfolio with long-term impact. Key Takeaways ➥ Mentorship accelerates mastery. The right guidance can save years of trial and error. ➥ Understand your numbers. Financial clarity is the foundation of every successful acquisition. ➥ Build systems, not chaos. A strong operational structure allows growth without burnout. ➥ Customer feedback is your compass. Listening to your audience drives smarter innovation. ➥ Teamwork scales success. A capable team frees you from the daily grind and fuels sustainable growth. ➥ Stay curious. A beginner’s mindset keeps you adaptable in an evolving e-commerce landscape. About John & Brian John & Brian are BuyingOnlineBusinesses.com graduates, online business owners, and acquisition entrepreneurs. They have a high 7-figure ecommerce business and also acquired another 7-figure online business with Jaryd Krause as their M&A advisor to add to their portfolio of businesses. They are achieving great things and have even bigger goals that they are well on their way to achieving through business acquisition and growth. Resource Links ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause ➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/ ➥ Site Ground (Website Hosting) - https://bit.ly/3JBEC1u ➥ Surfer SEO (SEO tool for content writing) - https://bit.ly/3WWMKjM ➥ Ezoic (Ad Network) - https://bit.ly/3NuVR5P 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.
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    58 m
  • How to Scale Through Acquisition: Organizational Design & M&A Strategy with Matt Person

    How to Scale Through Acquisition: Organizational Design & M&A Strategy with Matt Person
    Oct 15 2025
    Buying a business is one thing—but knowing how to actually grow it is where the real challenge (and opportunity) begins. In this episode, Jaryd Krause chats with Matthew Person, a corporate strategist, investor, and M&A expert who’s mastered the art of scaling through acquisition. With experience across investment banking, corporate development, and private equity, Matthew knows what it takes to turn good businesses into great ones. He’s the mind behind the Square Management System, a framework built to help entrepreneurs align culture, structure, and strategy so growth happens seamlessly—not chaotically. In this episode, you’ll learn: ✔️ Why understanding customer lifetime value is more important than acquisition cost✔️ How pricing and packaging decisions influence business scalability✔️ What makes the Square Management System a powerful tool for growth✔️ The critical role of cultural fit in M&A integration✔️ How to manage different revenue types and their impact on valuation✔️ Why boring businesses often yield the best returns✔️ The common integration challenges—and how to plan for them✔️ What successful portfolio builders do differently from the rest Jaryd and Matthew break down the real drivers of business success, from understanding customer lifetime value and pricing strategy to building systems that make integration smooth and scalable. Whether you’re eyeing your first acquisition or managing a growing portfolio, this episode shows you how to scale smarter, not harder. 🎧 Tune in to learn how to build, buy, and scale businesses the smart way—through systems, strategy, and structure. Episode Highlights 09:17 – The Square Management System: Matthew’s proven framework for scaling businesses through structure, culture, and alignment. 14:10 – Lessons from investment banking: insights on spotting hidden value and capturing upside in every deal. 18:52 – Smarter deal structures: balancing growth potential with risk mitigation to protect your investment. 21:15 – The magic of recurring revenue: how predictable income streams boost valuation and stability. 23:38 – The art of integration: navigating the human and operational challenges that make or break acquisitions. 29:05 – Culture as the glue: why cultural fit is essential for seamless post-acquisition success. 33:37 – Scaling through systems: how effective management systems create control, consistency, and scalability. 37:38 – Portfolio builders’ mindset: the habits and principles of investors who consistently grow thriving portfolios. Key Takeaways ➥ Growth by acquisition starts with deep customer and market understanding, not spreadsheets. ➥ Retention drives profitability—a loyal customer base is the real engine of value. ➥ A clear pricing strategy can multiply growth potential without new customers. ➥ Culture eats strategy for breakfast—successful integrations start with people, not processes. ➥ Investment banking experience gives you the lens to structure smarter, safer deals. ➥ Different revenue types (recurring, transactional, hybrid) shape how your business is valued and scaled. ➥ The Square Management System offers a blueprint for scaling operations across multiple brands. About Matt Person Matt Person is a seasoned corporate strategist, investor, and M&A expert with over 25 years of experience helping companies build and capture enterprise value. Currently SVP of Corporate Development at Quickbase (a Vista Equity-backed SaaS platform), he also founded Town Square Advisors, where he created the Square Management System: a proprietary framework that drives high performance through alignment, culture, and organizational design built on constrained independence. Prior, he led global corporate development, deal execution, and growth strategy for enterprise SaaS firms like IDG and Green Street Advisors, as well as worked in investment banking and strategy consulting. Matt combines deep technical and financial expertise with operational leadership and a passion for building winning teams. On this episode of the Buying Online Businesses Podcast, he shares how you can not only buy and scale online businesses, but also structure them and your own mindset to replace your income and craft a life of freedom. Connect with Matt Person ➥ www.townsquare-advisors.com Resource Links ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause ➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/ ➥ Site Ground (Website Hosting) - https://bit.ly/3JBEC1u ➥ Surfer SEO (SEO tool for content writing) - https://bit.ly/3WWMKjM ➥ Ezoic (Ad Network) - https://bit.ly/3NuVR5P Buy...
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    47 m
  • Self-Sabotage is Killing Your Deals - Mental Models for Acquiring Online Businesses with Itamar Marani

    Self-Sabotage is Killing Your Deals - Mental Models for Acquiring Online Businesses with Itamar Marani
    Oct 8 2025
    Success in business isn’t just about strategy—it’s about mindset. In this performance-driven episode, Jaryd Krause sits down with Itamar Marani, one of the world’s leading high-performance mindset coaches, to unpack why so many entrepreneurs unknowingly sabotage their own success when buying, growing, or scaling online businesses. A former Israeli Special Forces operative, the youngest federal agent and air marshal in Israel’s history, and a Brazilian Jiu-Jitsu black belt, Itamar has coached hundreds of six to nine-figure entrepreneurs, executives, and elite athletes to break through mental barriers, eliminate self-sabotage, and operate at their peak under pressure. His clients have exited companies for nine figures, raised hundreds of millions in capital, and ranked among the top performers in their industries. Together, Jaryd and Itamar dive deep into the psychology of performance, exploring: ✔️ The three biggest bottlenecks holding entrepreneurs back from success✔️ How to identify the most direct path to your goals—and stay on it✔️ The top three performance traps that stop business owners from scaling✔️ Why even experienced buyers struggle after acquisition—and how to fix it Through real-world examples from Itamar’s military and coaching experience, you’ll discover how to spot the patterns of self-sabotage that quietly derail deals, limit growth, and block financial freedom. Whether you’re preparing to buy your first online business, scale an existing one, or build a portfolio, this episode reveals the mindset frameworks that separate high performers from those stuck in perpetual struggle. 🎧 Tune in to learn how to master your mental game, eliminate hidden obstacles, and finally unlock the success that’s been just one step away. Episode Highlights 02:41 – The most direct path to success: identifying high-leverage actions instead of chasing complexity or distractions. 08:12 – Common success killers: self-sabotage, procrastination, and the subtle traps that derail high performers. 13:51 – The fear of not being ready: unpacking the mindset that stops many entrepreneurs from taking bold action. 24:26 – Balancing emotional comfort with the uncertainty of growth and why detachment is a key entrepreneurial skill. 30:08 – Performance traps: the myth of “working harder” and how the go-harder mentality leads to burnout. 37:41 – Strategic approaches to business growth: recognizing emotional bottlenecks that limit scale. 48:08 – The mindset mastery framework: practical tools to overcome internal blocks and build resilience. Key Takeaways ➥ The biggest limiting belief in business is the “I’ll be ready once…” mindset. You already have what you need to take the next step. ➥ Identify your most direct path to success by asking, “What would someone else—less skilled or experienced—need to do to achieve this goal?” ➥ Emotional detachment is a superpower; it helps you make clear decisions without fear or bias clouding judgment. ➥ Seeking approval is deeply human, but when unmanaged, it leads to poor negotiations, people-pleasing, and self-sabotage. ➥ Performance traps like “just push harder” often backfire. Sustainable success requires rest, recovery, and self-awareness. ➥ Self-sabotage isn’t a flaw—it’s a signal. The key is understanding which mental model or emotional loop is driving your decisions. About Itimar Marani Itamar Marani Itamar Marani is regarded as one of the top performance and mindset coaches in the world. He’s a former Israeli Special Forces operative, the youngest federal agent and air marshal in Israel’s history, a Brazilian Jiu-Jitsu black belt who’s competed at a world-class level, and a mentee of the Mossad’s chief psychologist. He has since coached hundreds of 6–9 figure entrepreneurs, executives, traders, and pro athletes to break through performance plateaus, eliminate mental drag, and operate at their highest level under pressure. His clients have exited companies for nine figures, raised hundreds of millions of dollars, and entered top ten rankings in the world, among other results. Connect with Itamar Marani ➥ https://itamarmarani.com ➥ https://itamarmarani.com/book ➥https://buyingonlinebusinesses.com/ep-240-how-emotional-intelligence-is-your-secret-weapon-to-unlocking-your-greatest-potential-in-business-with-itamar-marani/ Resource Links ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause ➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/ ➥ Site Ground (Website Hosting) - https://bit.ly/3JBEC1u ➥ Surfer SEO (SEO tool for content writing) - https://bit.ly/...
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    49 m
  • 6 to 7 Figure Ecommerce Growth Strategies Prior To Exiting with Jodie Minto

    6 to 7 Figure Ecommerce Growth Strategies Prior To Exiting with Jodie Minto
    Oct 1 2025
    Scaling an e-commerce business from six to seven figures is an exciting milestone—but it’s also where many founders hit costly roadblocks. In this insightful episode, Jaryd Krause sits down with award-winning e-commerce mentor Jodie Minto, founder of the seven-figure fashion brand iland co., host of the Online Store Success podcast, and certified digital marketer, Meta Ads specialist, and life coach. Jodie built her global fashion label from scratch while raising a young family, working full-time, and living in the Middle East—before scaling it to seven figures with customers and stockists around the world. Together, they dive deep into what it really takes to grow an e-commerce business beyond six figures, avoid the biggest pitfalls along the way, and prepare for a successful exit. Jodie shares her unfiltered journey of scaling and then strategically de-scaling her brand, the lessons from her first failed exit attempt on Flippa, and how she ultimately secured an all-cash sale to an outside buyer. You’ll learn: ✔️ The two biggest mistakes brands make when trying to jump from six to seven figures✔️ Why scaling too fast can backfire—and how to know when to pull back✔️ The mindset traps that lead to burnout and how to avoid them✔️ What to expect when selling your business (and how to recover if a deal falls through)✔️ How to align business growth with life goals for long-term fulfillment Whether you’re scaling toward seven figures, planning for an exit, or simply want a healthier approach to growth, this episode is packed with practical insights from someone who’s been through it all. 🎧 Tune in to discover how to scale smarter, sidestep common mistakes, and set your business up for lasting success. Episode Highlights 05:15 – The early challenges of manufacturing, distribution, and scaling operations in the fashion e-commerce space. 09:14 – Burnout, exhaustion, and the difficult decision to sell her business despite years of effort and growth. 25:06 – The costly mistakes founders make when scaling—such as overcommitting to leases, staff, or luxury expenses. 29:18 – Building systems that allow freedom: how to design businesses that thrive without the founder’s constant presence. 31:00 – Paid ads as gasoline on what already works, and why they can’t fix fundamental conversion problems. 34:35 – How to improve conversion rates by simplifying “click, click, buy” and removing common objections like unclear shipping, returns, or sizing. 38:00 – Product-market fit: why proven, desirable products should be prioritized before scaling ad spend. Key Takeaways ➥ Building an e-commerce business requires patience, adaptability, and resilience—especially when scaling introduces new operational challenges. ➥ Burnout can be a signal that it’s time to reassess or even exit; knowing when to let go is as important as knowing when to push forward. ➥ Scaling too quickly with fixed overheads like leases, staff, or luxury purchases can cripple profitability; stay lean and flexible. ➥ Effective paid ads amplify what already works—they’re not a fix for poor products, broken websites, or unclear messaging. ➥ Strong ad creative is crucial; speak directly to customer benefits rather than product features to cut through the noise. About Jodie Minto Jodie Minto is an award-winning e-commerce mentor, founder of a seven-figure fashion brand, iland co., podcast host, and speaker based on Australia's Central Coast of NSW. Jodie is also a certified Digital Marketer, Meta Ads Specialis,t and Life Coach. Jodie started her online fashion store from scratch while working full-time, juggling young kids, and living in the Middle East. Today, that business, iland co., is a seven-figure online brand with stockists and customers worldwide. Jodie sold that business in 2023 and now supports other women in growing their e-commerce businesses through her coaching programs. Jodie also hosts the popular e-commerce podcast Online Store Success, which reached number 2 in marketing podcasts in Australia for two weeks straight and frequently sits in the top 30 in Australia, Europe, the Middle East, and the United States. Connect with Jodie Minto ➥ https://www.jodieminto.com/ ➥ https://www.instagram.com/iamjodieminto/ Resource Links ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause ➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/ ➥ Site Ground (Website Hosting) - https://bit.ly/3JBEC1u ➥ Surfer SEO (SEO tool for content writing) - https://bit.ly/3WWMKjM ➥ Ezoic (Ad Network) - https://bit.ly/3NuVR5P Buy & Sell Online Businesses Here (Top Website ...
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    39 m