Own The Exit

Caleb Edwards and Aaron Leatherdale
  • 4.9 (88)
  • EMPRENDIMIENTO
  • CADA SEMANA

Own The Exit is your quintessential guide to entrepreneurial freedom. Every entrepreneur aspires to build a prosperous business while enjoying financial and time freedom, but the reality often falls short. This podcast is your lifeline to success, providing crucial insights on preparing your business for a winning exit. Join us as we deep dive into the world of successful exits, liberating you from active involvement and helping you realize your dreams of a fulfilling life. The power to define a triumphant exit rests solely with you, and we're here to empower your journey. Click on follow!

  1. HACE 5 DÍAS

    We’ve Made Our Mark on the Inc 5000 List!

    We hit #336 on the Inc. 5000 list. That’s top 0.001% out of 32 million businesses in America. But what happens after the balloons drop, the champagne's gone, and the party’s over? In this episode, Caleb and Aaron pull back the curtain on the hard truths behind fast growth—and why it nearly broke their business. This episode is not a humblebrag—it’s a warning. Rapid growth sounds sexy until you're managing burnout, cashflow crunches, and five-year hold assets with delayed returns. Tune in as the team shares what it *really* means to scale intelligently, and how they're building a company that will last decades, not just make headlines. TAKEAWAYS Why fast growth can be a hidden liability The real reason most businesses fail (hint: it’s not revenue) How to avoid burning out your team while scaling The difference between a ‘grow-at-all-costs’ mindset and strategic growth Why infrastructure matters more than another sale How Oak IQ became the 10th fastest growing real estate firm in the U.S. RESOURCES MENTIONED Inc. 5000 List FOLLOWS ⁠⁠Oak IQ Investments⁠⁠ ⁠Own The Exit⁠ ⁠Aaron Investing⁠ ⁠Caleb Investing⁠ CHAPTERS 00:00 - Growth vs. Sustainability 01:00 - Oak IQ Makes the Inc. 5000 03:00 - Hidden Costs of Scaling Fast 06:00 - Profit, Cashflow, and Burnout 09:00 - The Strategic Growth Mindset 12:00 - Why Every Asset is Its Own Business 16:00 - Lessons for Long-Term Wealth KEYWORDS Inc 5000, fast growth, strategic growth, business scaling, real estate investing, Oak IQ, cashflow management, private equity, sustainability in business, entrepreneur lessons WANT TO LEARN MORE? Join us on ⁠LinkedIn⁠, dive into our enriching content on ⁠YouTube⁠, and explore ⁠our website⁠ to unravel how to secure your future through intelligent passive investments! If you enjoyed the show, please LEAVE A 5-STAR REVIEW and SHARE this episode with someone who wants to build a stable future. Listen to all episodes on ⁠Spotify⁠, ⁠Apple Podcasts⁠, or any preferred podcast platform!

    19 min

  2. 26 AGO

    Why Debt Beats Cash When Inflation is High

    Inflation isn’t slowing down—and if you’re holding cash, you’re losing wealth every day. In this solo episode, Aaron explains how to make inflation work for you instead of against you by leveraging debt and owning hard assets that appreciate while the dollar loses value. You’ll learn why “cash is king” is a dangerous myth in an inflationary economy, how debt can actually be a wealth-building strategy, and why hard assets like real estate can protect you from the silent thief of inflation. TAKEAWAYS Why inflation compounds over time and erodes buying power.How debt becomes cheaper in real dollars over the years.The dangers of hoarding cash during inflationary cycles.Why hard assets like real estate outpace inflation.Three actionable steps to hedge against inflation. RESOURCES MENTIONED Own The Exit Resources FOLLOWS ⁠Oak IQ Investments⁠ ⁠Own The Exit⁠ ⁠Aaron Investing⁠ ⁠ CHAPTERS 00:00 How inflation erodes your wealth 00:38 Why inflation compounds year after year 01:42 Wages vs. inflation 03:07 Riding the inflation wave with hard assets 05:24 Why debt is king in an inflationary economy 06:48 The danger of hoarding cash 07:48 Three steps to hedge against inflation 09:24 Summary: make inflation work for you KEYWORDS inflation strategy, how to hedge against inflation, debt vs cash, real estate as inflation hedge, why debt is good during inflation, how inflation compounds, wealth building strategies, hard assets vs cash, inflation survival guide, owning rental properties, inflation and mortgage debt, passive income from real estate, economic inflation planning, financial freedom during inflation, Oak IQ Investments, Own The Exit podcast WANT TO LEARN MORE? Join us on ⁠LinkedIn⁠, dive into our enriching content on ⁠YouTube⁠, and explore ⁠our website⁠ to discover how to secure your future through intelligent passive investments! If you enjoyed the show, please LEAVE A 5-STAR REVIEW and SHARE this episode with someone who wants to build a stable future. Listen to all episodes on ⁠Spotify⁠, ⁠Apple Podcasts⁠, or any preferred podcast platform!

    10 min

  3. 19 AGO

    How to Escape Your Own Business

    In this episode, Caleb delivers a blueprint for real entrepreneurial freedom. This isn’t about quitting your business—it's about building one that doesn’t require you to be on the clock. If your income dies the moment you unplug, you're not truly free. Caleb walks you through the mindset shift from operator to architect, how to calculate your personal freedom number, and the exact systems that turn hustle into leverage. This is the episode every overworked founder needs to hear—because freedom doesn’t come from more effort, it comes from better design. TAKEAWAYS Operators grind; owners build systems that scale.Freedom starts with a personal “freedom number”—not random income goals.Stacking income streams is essential: active, passive, and leveraged.Document, automate, and delegate through operational, financial, and people systems.Define what “exit” means for you—and reverse engineer it one system at a time. RESOURCES MENTIONED ⁠OakIQ.com⁠ FOLLOWS ⁠⁠⁠Oak IQ Investments⁠⁠⁠ ⁠⁠Own The Exit⁠⁠ ⁠⁠Caleb Investing⁠⁠ CHAPTERS 0:40 What Real Ownership Means 1:08 Operators Grind. Owners Build. 2:06 Start Delegating Today 2:30 Define Your Freedom Number 3:03 Stack Income Streams 4:00 The 3 Critical Systems 4:35 The Exit Blueprint Recap 5:02 Your First Small Step KEYWORDS entrepreneurial freedom, exit strategy, business systems, leveraged income, passive income, freedom number, operator to owner, business automation, founder mindset, exit blueprint, cashflow systems, real estate investing, build a business that runs without you, own the exit podcast, WANT TO LEARN MORE? Join us on ⁠⁠LinkedIn⁠⁠, dive into our enriching content on ⁠⁠YouTube⁠⁠, and explore ⁠⁠our website⁠⁠ to unravel how to secure your future through intelligent passive investments! If you enjoyed the show, please LEAVE A 5-STAR REVIEW and SHARE this episode with someone who wants to build a stable future. Listen to all episodes on ⁠⁠Spotify⁠⁠, ⁠⁠Apple Podcasts⁠⁠, or any preferred podcast platform!

    6 min

  4. 12 AGO

    Sales Isn’t a Math Problem It’s Psychology with Benjamin Dennehy

    This episode is a punch in the face to every sales myth you’ve ever believed. Caleb sits down with Benjamin Dennehy, famously branded the UK’s Most Hated Sales Trainer, to dismantle the fake confidence, emotional attachment, and lack of process plaguing modern sales teams. If you want to stop losing deals—and your dignity—this one’s a must-listen. Benjamin goes deep into the psychology of selling, why being liked is killing your close rate, and how most entrepreneurs unknowingly train their teams to be manipulated by buyers. Brutal honesty meets elite strategy in this hilarious, no-holds-barred conversation. TAKEAWAYS Most salespeople are emotionally attached to outcomes—and it’s killing their performance.Your prospects are following a process designed to deceive and plunder you.If you don't control the sales process, you’re being controlled by it.Order takers aren’t salespeople. Learn the difference or lose money.Sales must be structured, controlled, and disqualifying—not winged. RESOURCES MENTIONED Benjamin Dennehy Official Site FOLLOWS ⁠⁠Oak IQ Investments⁠⁠ ⁠Own The Exit⁠ ⁠Caleb Investing⁠ Benjamin Dennehy CHAPTERS 1:24 Why He Calls Himself “Most Hated” 5:06 Emotional Weakness in Sales 9:43 Why Most Hires Are Sales Fails 14:35 Sales Isn’t a Numbers Game 21:29 The Prospect Matrix Exposed 30:02 How to Sell Without Being Used 37:14 Proof His System Actually Works 45:09 His Wild Exit Strategy 48:07 Benjamin’s One Big Lesson 51:08 Free Gift for Listeners KEYWORDS sales training, sales psychology, emotional selling, sales process, disqualifying prospects, high ticket sales, sales team management, Benjamin Dennehy, own the exit podcast, how to close deals, sales strategy, sales mindset, sales objections, elite sales tactics, business to business sales WANT TO LEARN MORE? Join us on ⁠LinkedIn⁠, dive into our enriching content on ⁠YouTube⁠, and explore ⁠our website⁠ to unravel how to secure your future through intelligent passive investments! If you enjoyed the show, please LEAVE A 5-STAR REVIEW and SHARE this episode with someone who wants to build a stable future. Listen to all episodes on ⁠Spotify⁠, ⁠Apple Podcasts⁠, or any preferred podcast platform!

    53 min

  5. 5 AGO

    What Do You Think Is Gonna Power AI?

    In this solo, Caleb uncovers the under-the-radar investment opportunity no one’s talking about—because they’re all distracted by AI. But here’s the twist: the AI revolution isn’t just about tech stocks. It’s about energy—and the power it takes to run this new world. With staggering stats on global energy demand and hard truths about renewable scalability, Caleb makes the case for why oil and gas—yes, really—are poised for asymmetric returns. This episode is for investors who see past the headlines and follow smart money to where the real cash will be made. TAKEAWAYS Training and running AI models requires massive electricity output.Renewables can’t scale fast enough to meet the exploding demand.Oil and gas remain the backbone of global energy, despite ESG hype.Upstream oil investment is declining while demand keeps rising.This creates a rare window for asymmetric returns in hard energy assets. RESOURCES MENTIONED OakIQ.com FOLLOWS ⁠⁠Oak IQ Investments⁠⁠ ⁠Own The Exit⁠ ⁠Caleb Investing⁠ CHAPTERS 1:36 AI’s Hidden Energy Cost 3:11 Why Renewables Can’t Keep Up 4:55 Global Energy Investment Trends 6:03 Demand Surges, Supply Shrinks 7:13 Oil & Gas: The Contrarian Play 8:11 Own the Engine, Not Just the Exit KEYWORDS AI energy demand, oil and gas investing, upstream oil, passive cash flow, hard assets, electricity crisis, smart money, ESG vs. returns, contrarian investing, own the exit, Caleb OAKIQ WANT TO LEARN MORE? Join us on ⁠LinkedIn⁠, dive into our enriching content on ⁠YouTube⁠, and explore ⁠our website⁠ to unravel how to secure your future through intelligent passive investments! If you enjoyed the show, please LEAVE A 5-STAR REVIEW and SHARE this episode with someone who wants to build a stable future. Listen to all episodes on ⁠Spotify⁠, ⁠Apple Podcasts⁠, or any preferred podcast platform!

    9 min

  6. 29 JUL

    Should You Stack Businesses or Master One?

    In this episode, Caleb and Aaron unpack a question every high-performer eventually faces: is stacking ventures strategic—or self-sabotage? With honesty and depth, they explore how personal capacity, fear of failure, and shiny object syndrome quietly erode momentum. This is the episode that challenges the lie that more equals better. Learn how to recognize when it's time to build another thing—and when you're just escaping the hard part of what you've already started. You’ll walk away with a clearer lens on the entrepreneurial growth curve, the real purpose of “overlap,” and why consolidation often creates more leverage than expansion. This one will hit home for any founder juggling too much and growing too little. TAKEAWAYS You don’t need another business.Most people quit before the growth starts.Execution matters more than ideas.One solid business can do it all.Focus creates overflow—not burnout.Stop using new ventures to escape the hard.Overlap is leverage when it’s intentional.Shiny objects steal real progress. RESOURCES MENTIONED Rich Dad Poor Dad by Robert Kiyosaki FOLLOWS ⁠⁠Oak IQ Investments⁠⁠ ⁠Own The Exit ⁠ ⁠⁠⁠⁠Aaron Investing⁠⁠ Caleb Investing⁠ CHAPTERS 0:13 Losing Yourself in the Build 0:27 Should You Build One Business or Ten? 2:44 Why Balance Is an Enigma 5:11 Execution Always Beats the Idea 7:32 The Entrepreneurial Growth Curve 9:49 Why You Keep Starting Over 11:50 Are You Willing to Stay Committed? 14:02 Creating Overlap Not Chaos 16:17 The Overflow Principle Explained 18:31 You’re Not Elon Musk 20:47 Shiny Objects Steal Your Time 22:56 Stop Chasing the Rush 25:12 Walmart, Amazon, and Singular Focus KEYWORDS stacking businesses, focus vs diversification, entrepreneurial growth curve, shiny object syndrome, when to scale a business, how to build leverage, startup execution strategy, private equity podcast, business consolidation tips, founder burnout, overlapping businesses, Gary Vee quotes, Alex Hormozi mindset, self-agency entrepreneurship, how to push through business plateau WANT TO LEARN MORE? Join us on ⁠LinkedIn⁠, dive into our enriching content on ⁠YouTube⁠, and explore ⁠our website⁠ to unravel how to secure your future through intelligent passive investments! If you enjoyed the show, please LEAVE A 5-STAR REVIEW and SHARE this episode with someone who wants to build a stable future. Listen to all episodes on ⁠Spotify⁠, ⁠Apple Podcasts⁠, or any preferred podcast platform!

    26 min

  7. 22 JUL

    How Hailey Bieber Made $1 Billion Fast

    In this solo episode, Caleb reverse-engineers how Hailey Bieber pulled off a $1B exit with Rode—her skincare brand—less than three years after launch. And no, it’s not because she was a celebrity. It’s because she executed a flawless five-part playbook that every entrepreneur should be studying right now. From viral engineering to timing the exit at peak momentum, Caleb lays out each billion-dollar principle in a way that makes them simple to copy and paste into your next venture. If you're building a fund, a product, or an empire—this is your cheat code. TAKEAWAYS Build where founder-market fit is authentic and obvious.Start with a narrow product focus before expanding.Engineer virality and scarcity—don’t just hope for it.Build a medium moat (audience) before retail or channel expansion.Exit when you have momentum—not when you’re burned out. RESOURCES MENTIONED MultiplierU.com OakIQ.com FOLLOWS ⁠⁠Oak IQ Investments⁠⁠ ⁠Own The Exit⁠ ⁠Caleb Investing⁠ CHAPTERS 0:48 Hailey Bieber’s $1B Exit 1:07 Founder-Market Fit vs. Product-Market Fit 2:12 Why Personal Credibility Matters 3:13 The Origin Story of Multiplier U 4:14 Find the Right Audience Obsession 4:24 Start Narrow, Scale Broad 5:30 Engineering Virality 6:41 Build a Medium Moat First 7:25 Exit at the Peak, Not the Bottom 8:41 The 5-Step Copy/Paste Exit Formula KEYWORDS hailey bieber business, rode skincare exit, billion dollar startup, founder market fit, celebrity brands, exit strategy, brand virality, ecommerce playbook, high margin products, building a brand, multiplier u, own the exit podcast, Caleb OAKIQ, startup growth, how to scale a company WANT TO LEARN MORE? Join us on ⁠LinkedIn⁠, dive into our enriching content on ⁠YouTube⁠, and explore ⁠our website⁠ to unravel how to secure your future through intelligent passive investments! If you enjoyed the show, please LEAVE A 5-STAR REVIEW and SHARE this episode with someone who wants to build a stable future. Listen to all episodes on ⁠Spotify⁠, ⁠Apple Podcasts⁠, or any preferred podcast platform!

    10 min

  8. 15 JUL

    Why Rich People Answer DMs with Justin Freishtat

    If you think your product matters more than your personal brand, think again. In this episode, Justin Freishtat reveals how he went from door-to-door food sales to building an $87 million business, exiting, and raising capital for major funds—all by mastering the art of leverage and visibility. From bootstrapping Heartland Foods to crafting cash-flowing digital businesses, Justin breaks down how brand authority, DM outreach, and knowing your role inside a business create unfair advantages. Whether you’re stuck trying to scale, unsure how to attract high-net-worth investors, or just sick of hiding behind your company logo, Justin’s story proves that execution beats excuses, every time. This one’s a tactical goldmine for anyone ready to build real freedom with speed. TAKEAWAYS People don’t follow companies—they follow people.Build your personal brand before you build your funnel.You can outwork everyone and still lose if your vehicle is wrong.DM outreach beats ads when you do it right.Partnerships win if everyone sticks to their strengths.You don’t need more leads—you need more reps.Build short money and long money at the same time. RESOURCES MENTIONED Rich Dad Poor Dad by Robert Kiyosaki FOLLOWS ⁠⁠Oak IQ Investments⁠⁠ ⁠Own The Exit ⁠ ⁠⁠⁠⁠Aaron Investing⁠⁠ Caleb Investing⁠ Justin Freishtat CHAPTERS 0:00 You Will Lose Money—Play Anyway 1:20 From Door Knocking to $87M Exit 4:30 How Sales Taught Me Everything 7:00 Why Most Business Partnerships Fail 9:20 The DM Outreach Blueprint 15:00 Building a Brand that Prints Money 19:30 From Food Trucks to Private Equity 24:00 Personal Brand > Company Brand 29:00 If It’s Not Working, Pivot Not Quit KEYWORDS Justin Freishtat, door to door sales success, brand authority tactics, how to raise capital, social media growth strategies, business partnerships, digital marketing agency model, personal brand vs business brand, DM outreach strategies, passive income tips, short money vs long money, forced innovation story, scaling with partners, no contract business model, Heartland Foods exit WANT TO LEARN MORE? Join us on ⁠LinkedIn⁠, dive into our enriching content on ⁠YouTube⁠, and explore ⁠our website⁠ to unravel how to secure your future through intelligent passive investments! If you enjoyed the show, please LEAVE A 5-STAR REVIEW and SHARE this episode with someone who wants to build a stable future. Listen to all episodes on ⁠Spotify⁠, ⁠Apple Podcasts⁠, or any preferred podcast platform!

    37 min
Ver todo (100)

4.9
de 5
88 calificaciones

Acerca de

Own The Exit is your quintessential guide to entrepreneurial freedom. Every entrepreneur aspires to build a prosperous business while enjoying financial and time freedom, but the reality often falls short. This podcast is your lifeline to success, providing crucial insights on preparing your business for a winning exit. Join us as we deep dive into the world of successful exits, liberating you from active involvement and helping you realize your dreams of a fulfilling life. The power to define a triumphant exit rests solely with you, and we're here to empower your journey. Click on follow!

Información

  • Creador
    Caleb Edwards and Aaron Leatherdale
  • Años de actividad
    2023 - 2025
  • Episodios
    100
  • Clasificación
    Apto
  • Copyright
    © Caleb Edwards and Aaron Leatherdale
  • Mostrar sitio web
    Own The Exit