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Own The Exit
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Own The Exit

Author: Caleb Edwards and Aaron Leatherdale

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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.

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What happens when you've renovated over 500 multifamily units? You stop guessing and start getting scientific. In this solo episode, Aaron shares the hard lessons and real-world strategies that have added over $125,000/month in new revenue from renovations.He breaks down what he calls the “three-legged stool” of successful renovation: budget, quality, and speed—and why messing up just one leg can kill your entire deal.TAKEAWAYSWhy managing contractors is just as important as hiring themThe real cost of poor speed in multifamily renovationsHow to align quality with your asset class and tenant baseWhy your budget needs more than just a contingency—it needs a mindset shiftThe dangers of thinking renovations are passiveFOLLOWS⁠⁠Oak IQ Investments⁠⁠⁠Own The Exit⁠⁠Aaron Investing⁠CHAPTERS01:06 - The “Value Add” Trap03:07 - Renovation Pillar #1: Budget05:35 - Renovation Pillar #2: Quality08:13 - Renovation Pillar #3: Speed11:53 - Why Renovations Fail in the Real World13:18 - Final Thoughts: Stop Winging ItKEYWORDSmultifamily renovation, real estate investing, value add deals, passive income, construction management, property management, apartment rehabs, real estate strategy, investment risk, rental property upgrades, project budgeting, construction timelines, contractor quality, renovation mistakes, investing efficiency, maximizing NOI, real estate due diligence, smart investing, speed of execution, housing shortageWANT 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!
In this episode, we sit down with Derek Blades—an operator who's redefined what it means to own real estate. After losing $15K/month on rentals, Derek flipped the script with a seller-financed note model that not only protects capital but turns renters into homeowners. If you're tired of clogged sewer lines, broken furnaces, and negative cash flow, this episode is your next playbook.We unpack how Derek built a system that closes in 3 days, pays 8–10% fixed to investors, and avoids the headaches of traditional rentals. From creating equitable deals to maintaining investor confidence, he walks us through his lean, scalable, SEAL Team 6-style operation. Plus—how he’s now building new construction to fuel even more opportunity.TAKEAWAYSWhy seller financing can be better than rentingHow Derek structures 45K margin deals with zero repairsWhat contract-for-deed offers that lease-options don’tThe truth about foreclosure risk and how he mitigates itUsing private capital to secure first lien positions for investorsScaling a note business with no property managersNew construction + seller financing = vertical dominanceRESOURCES MENTIONEDBlades Capital InvestmentsFOLLOWS⁠⁠Oak IQ Investments⁠⁠⁠Own The Exit⁠⁠Aaron Investing⁠⁠Caleb Investing⁠CHAPTERS00:00 Losing $15K/month: The breaking point03:52 Shifting to seller finance and notes06:48 How the contract-for-deed model works08:39 The investor pitch: 8-10% fixed, 1st lien11:10 What happens if the buyer defaults?13:24 Selling 50 deals a year vs. 100-unit apartments15:31 Why he doesn’t use property managers17:05 Building a business that closes in 3 days18:50 How the website fuels sales velocity20:32 New construction + seller finance = vertical integration23:44 Raising capital SEAL Team-style25:12 Caleb and Aaron rapid fire questionsKEYWORDSseller financing, contract for deed, real estate notes, passive income, note investing, private lending, Wichita real estate, real estate cash flow, fixed income real estate, alternative investments, investor yield, housing affordability, exit strategy, rent to own alternatives, private real estate lending, downside protection, real estate underwriting, financial freedom real estate, note investing strategy, capital raising, real estate business model, investing without tenants, new construction investingWANT 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!
In this powerful episode, Aaron and Caleb unpack the mindset shifts every entrepreneur needs to make if they want to truly Own The Exit. Too many business owners chase more money without a clearly defined end game. That’s a losing formula. The real path to profit? It starts with reverse engineering the future you want and building it backwards with precision.This episode lays out the 4 Ps—problem, product, people, and process—that actually drive sustainable profit, and why money should never be your upstream goal. If you're tired of grinding without clarity, this is the battle plan you need.TAKEAWAYSWhy most entrepreneurs stay stuck chasing “more”The 4 Ps that create real profitWhy profit is never the starting point—it’s the resultHow to define your Desired End GameThe problem with opportunity-chasing vs. building with intentionFOLLOWS⁠⁠Oak IQ Investments⁠⁠⁠Own The Exit⁠⁠Aaron Investing⁠⁠Caleb Investing⁠CHAPTERS00:00 - More Money Is Not a Strategy03:07 - Build the Machine, Not the Outcome04:11 - The 4 Ps That Drive Profit06:45 - Why Solving Bigger Problems Pays Bigger08:40 - Reverse Engineering Your Exit10:12 - What Does Financial Freedom Really Mean?13:36 - Shiny Object Syndrome & Crisis of Meaning14:39 - Profit Is the ByproductKEYWORDSentrepreneur mindset, building a business, how to grow a company, business clarity, business strategy, business exit plan, financial freedom, profit strategy, problem solving in business, scaling a company, reverse engineering goals, how to build wealth, money mindset, startup focus, productivity for founders, opportunity cost, shiny object syndrome, passive income, business exit, goal setting for entrepreneursWANT 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!
In this episode of Own The Exit, we sit down with Pete—a contractor turned full-time real estate investor—who went from painting homes in the Arizona heat to owning over 100 rental units. His path to financial freedom wasn’t fast or smooth. A lawsuit nearly wiped him out, but that pain sparked his pivot to ownership and long-term wealth.Pete breaks down how he built his portfolio slowly, methodically, without raising capital for years. He also reveals how he leveraged a clear “5-Year Freedom” goal, refused to let lifestyle creep kill his dream, and why he believes every entrepreneur must diversify beyond their main hustle. If you want the practical blueprint to go from active income to passive wealth, this is it.TAKEAWAYSWhy Pete set a “$20K/month freedom goal” and how he hit itHow a lawsuit became the catalyst for his investing strategyWhy he refused to raise capital until he had proof of conceptThe difference between an income engine and a wealth engineHow Deal Room connects investors to real opportunitiesRESOURCES MENTIONEDDeal Room OnlineTurning Pro by Steven Pressfield10x is Easier Than 2x by Dan Sullivan & Benjamin HardyFOLLOWS⁠⁠Oak IQ Investments⁠⁠⁠Own The Exit⁠⁠Aaron Investing⁠⁠Caleb Investing⁠Pete SchneppCHAPTERS00:00 - From Lawsuit to Leverage01:42 - Pete’s “One Property a Year” Strategy04:11 - The $20K a Month Freedom Number05:40 - Why He Avoided Raising Capital09:18 - Scaling From Single Family to Small Multi12:33 - The Lawsuit That Changed Everything16:00 - Doubling Down on Assets, Not Work20:01 - The Real Risk Most Entrepreneurs Ignore24:59 - Business Is Not the Golden Egg27:08 - Introducing: The Deal Room31:02 - Passive Income Is a Myth?34:20 - Final Takeaway: Know What Freedom Looks LikeKEYWORDSpassive income, real estate investing, financial freedom, contractor to investor, wealth engine, asset building, lawsuit recovery, small multifamily investing, Phoenix real estate, 5-year freedom plan, lifestyle creep, building net worth, entrepreneurship, business diversification, deal room, private equity, raising capital, cashflow strategy, slow and steady investing, W2 escape, legacy wealthWANT 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!
There’s one ultimate advantage that separates legacy-builders from everyone else—and it’s probably not what you think. In this solo episode, Caleb breaks down the mindset that most high-performing entrepreneurs ignore: humility.But not the false humility that gets mistaken for weakness. This is lion-level humility. Controlled power. Strategic restraint. The kind that multiplies your impact in business, family, and life. If you’re stuck at a plateau or fighting burnout, this episode will hit like a wake-up call.TAKEAWAYSWhy humility is a superpower, not a weaknessThe difference between bridling and breaking yourselfWhy self-agency is step one to successThe link between restraint and impactHow discipline multiplies legacyWhy most people fail to reach their potentialThe danger of eating the seed instead of planting itFOLLOWS⁠⁠Oak IQ Investments⁠⁠⁠Own The Exit⁠⁠Caleb Investing⁠CHAPTERS00:00 - The hidden cheat code01:36 - The Black Stallion lesson03:30 - Redefining humility05:49 - Be bridled, not broken08:12 - Take full self-agency09:21 - Self-control and delayed gratification11:03 - The real reason most people failKEYWORDSentrepreneur mindset, humility in business, self-control, discipline, delayed gratification, leadership growth, power under control, high performance habits, business leadership, emotional intelligence, self-agency, personal growth, entrepreneurial discipline, ownership mindset, black stallion metaphor, lion mindset, growth mindset, business strategy, legacy building, founder energy, personal responsibilityWANT 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!
What if your net worth is skyrocketing—but you still feel stuck? In this episode, Caleb and Aaron dive deep into one of the biggest mistakes high-performers make: prioritizing the wrong metric at the wrong time.They break down the real difference between income, cashflow, and net worth—and why optimizing too early for passive income can stall your freedom journey. Whether you're building your business or investing in deals, this episode will reshape how you think about wealth and freedom.TAKEAWAYSWhy $10M+ net worth doesn’t mean freedomThe dangers of chasing passive cashflow too earlyDifference between income, cashflow, and net worthHow high-achievers get stuck in their own successThe FIRE movement trap (and how to escape it)Why your net worth isn’t as important as your optionalityCashflow is oxygen—but too much too early can suffocate growthRESOURCES MENTIONEDMultiplier UniversityFOLLOWS⁠⁠Oak IQ Investments⁠⁠⁠Own The Exit⁠⁠Aaron Investing⁠⁠Caleb Investing⁠CHAPTERS00:00 - The cashflow trap01:42 - Income vs. cashflow vs. net worth03:58 - Why traditional wealth advice is broken05:23 - What freedom really means07:26 - The 1.2M investor mistake13:08 - Real wealth comes from long-term thinking15:01 - Why options matter more than money19:10 - Cashflow is oxygen24:05 - Optimize the right metric at the right timeKEYWORDScashflow investing, net worth vs cashflow, passive income strategy, real estate investing, financial freedom, business owner finance, FIRE movement, wealth building, income vs wealth, real estate development, cashflow trap, investment mindset, entrepreneur mistakes, money strategy, millionaire habits, business valuation, early retirement myth, long-term investing, asset management, financial independenceWANT 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!
Would your business survive without you—or would it collapse? In this solo episode, Aaron breaks down the leadership traps that make entrepreneurs tighten their grip but silently destroy your company’s exit potential. This one’s a masterclass in ego-checking, team-building, and future-proofing your business value.If you're a founder, owner, or leader who wants freedom *and* a high-valuation exit, don’t wait until you’re burnt out to make changes. Learn how to build an exit-ready team now—so your company thrives whether you’re in the room or not.TAKEAWAYSWhy ego and owner-dependence sabotage your exit valueThe importance of replacing yourself early in the company journeyHow loyalty-based hiring can hold you backWhat a truly exit-ready team looks likeThe “business appraisal” mindset you need todayWhy documenting every role, process, and system is essentialRESOURCES MENTIONEDBuy Back Your Time by Dan MartellFOLLOWS⁠⁠Oak IQ Investments⁠⁠⁠Own The Exit⁠⁠Aaron Investing⁠CHAPTERS00:31 - Four Gaps That Kill Exit Value02:34 - Replace Yourself Early05:42 - Why Loyalty Isn’t Enough07:04 - Team Buy-In vs. Leader Worship08:30 - The Exit Readiness Test09:55 - Defining Your Personal Exit Strategy11:22 - Final Recap & Action StepsKEYWORDSexit planning, team building strategies, leadership gaps, business valuation, founder ego, scalable business systems, loyalty hiring risks, exit readiness, documented processes, buy back your time, owner dependence, succession planning, replacing yourself, scalable team structure, delegating leadership, team mission alignment, hiring strategy, team roles clarity, entrepreneur exit strategy, passive business ownership, scaling without burnoutWANT 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!
Most business owners are great at making money—but wealth? That's a whole different game. In this powerful conversation, Caleb sits down with Alan Franks, a financial advisor who actually *gets it*. No cookie-cutter plans. No commission traps. Just real strategies that help entrepreneurs turn active income into lasting legacy.They unpack what it really means to reach "critical mass" in your wealth, how to leverage tax law like the wealthy do, and why so many financial advisors are failing their clients. If you're a high performer looking to reduce taxes, create true passive income, and build a legacy that lasts beyond your lifetime, this episode is for you.TAKEAWAYSThe difference between building income and building wealthWhy most financial advisors aren’t incentivized to help entrepreneurs winThree types of taxes to plan for: income, capital gains, and estateThe power of defined benefit plans for business ownersWhy securities-backed lines of credit might be your secret weaponHow to think in terms of opportunity cost instead of “either-or”RESOURCES MENTIONEDEmpowered Money by Alan FranksWho Not How by Dan Sullivan & Benjamin HardyThe Psychology of Money by Morgan HouselFOLLOWS⁠⁠Oak IQ Investments⁠⁠⁠Own The Exit⁠⁠Caleb Investing⁠Alan FranksCHAPTERS00:00 Why Income ≠ Wealth01:08 Alan’s Entrepreneurial Backstory04:15 Redefining Legacy06:14 Multi-generational Mindset09:21 Critical Mass & Financial Planning12:17 The Three Types of Taxes16:42 Defined Benefit Plans & Tax Deductions19:07 Estate Planning for Business Owners24:43 Opportunity Cost vs Either-Or Thinking30:00 Real Estate, Crypto, Stocks—Do All Three?33:52 Leveraging Lines of Credit Strategically40:48 The Risk Side of Leverage45:18 Syndications & Market Realities47:02 Exit Round: Alan's Book Recs & Passive Income StrategyKEYWORDSfinancial planning for business owners, tax mitigation strategies, real estate syndications, legacy planning, securities backed lines of credit, opportunity cost, passive income strategy, defined benefit plan, income vs wealth, building generational wealth, multi-generational planning, estate tax reduction, capital gains planning, alternative investments, financial freedom strategy, high net worth planning, critical mass wealth, good debt vs bad debt, entrepreneur finances, holistic financial plan, investing diversification, cash flow strategies, line of credit investingWANT 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!
Artificial Intelligence is no longer a future concept—it’s here, and it’s reshaping how real estate, business, and asset management operate. In this solo episode, Aaron Leatherdale breaks down how he’s using AI inside a multi-entity real estate investment firm, what “super agents” are, and why embracing change is the only way forward.He shares real-life examples of GPT Enterprise integrations, the risk of job loss for non-adopters, and why being “too excited” about AI is just as dangerous as being afraid of it. Whether you're overwhelmed by the AI wave or eager to implement, this is your playbook for intelligent action in a changing world.TAKEAWAYSAI is a tool—how you train it determines the value“Super Agents” are AI systems integrated with all business dataAI won’t replace everyone, but it will replace someoneThe real threat is not using AI at allYou must assign a team member to manage AI implementationAdmin and white-collar jobs are at highest riskSlower adopters will struggle to surviveAI lets you scale by reducing inefficienciesFOLLOWS⁠⁠Oak IQ Investments⁠⁠⁠Own The Exit⁠⁠Aaron Investing⁠CHAPTERS03:01 - How API automation works with ChatGPT05:23 - AI is like email in the '90s07:09 - White-collar jobs in danger09:01 - Who stays and who goes in the AI era10:46 - AI is neutral—it’s about who uses itKEYWORDSartificial intelligence, real estate investing, AI automation, GPT enterprise, white collar jobs, business efficiency, private equity, passive investing, financial independence, job security, ChatGPT, real estate tech, future of work, entrepreneurial strategy, asset management, business systems, automation tools, AI implementation, productivity, wealth building, AI vs humans, scalable business models, GPT projects, real estate automationWANT 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!
Are you stuck grinding in your business but still feeling broke, burned out, or boxed in? In this solo episode, Caleb reveals the seven silent killers of business growth—and what to do about them before the year ends.This is not theory. These are the exact patterns we’ve seen destroy good businesses with great people—until they fixed these core mistakes. If you want next year to look different than this year, start here.TAKEAWAYSWhy chasing revenue without profit is killing your growthThe #1 mindset shift to escape the bottleneck trapHow to audit your tasks using the Buy Back principleWhy systems must come before hiringThe danger of survival-mode thinkingHow to extract gold through Dream Client InterviewsWhat your exit scorecard really is—and how to use itRESOURCES MENTIONEDBuy Back Your Time by Dan MartellFOLLOWS⁠⁠Oak IQ Investments⁠⁠⁠Own The Exit⁠⁠Caleb Investing⁠CHAPTERS01:41 - Mistake 1: Chasing Revenue Over Profit02:30 - Mistake 2: Hiring Without Systems02:58 - Mistake 3: Ignoring Market Shifts03:41 - Mistake 4: Doing Everything Yourself04:49 - Mistake 5: Thinking Short-Term05:32 - Mistake 6: Assuming You Know Your Customer06:36 - Mistake 7: No End Game or Exit Plan07:46 - How to Use This PlaybookKEYWORDSentrepreneur mistakes, business growth, profit margins, buy back your time, hiring systems, scaling a business, passive income, business strategy, exit strategy, business audit, task delegation, dream client interview, entrepreneurship traps, business bottleneck, long-term vision, operational systems, founder burnout, business leadership, business owner freedom, scaling smart, reverse engineering goals, small business scaling, time freedom, automate and delegateWANT 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!
What does it take to earn the trust of billionaires? In this episode, Beverly Hills-based wealth advisor Richard McWhorter reveals how he serves ultra-high-net-worth clients across sports, entertainment, and business. From navigating conflicts of interest in big firms to creating truly tailored financial strategies, Richard shares what sets apart the advisors who only “sell” from those who truly advise.We dive into the psychology of wealth, how the ultra-rich think differently about risk, the economic trends shaping future investments, and why critical thinking—not hype—is the most valuable skill in money management.TAKEAWAYSThe key difference between selling vs. advising clientsHow ultra-wealthy clients approach risk and wealth preservationWhy big firms often limit truly creative financial strategiesThe role of trust and unbiased opinions in wealth managementHow to critically think about economic trends and investment dataRESOURCES MENTIONEDSRM Private WealthFOLLOWS⁠Oak IQ Investments⁠⁠Own The Exit⁠⁠Aaron Investing⁠⁠Caleb Investing⁠Richard McWhorterCHAPTERS00:00 Selling vs. advising: the big difference02:28 Richard’s journey into wealth management05:12 Breaking free from big-firm conflicts of interest08:23 How ultra-wealthy clients build and maintain trust11:15 The role of creative strategies beyond traditional products15:10 Understanding client psychology and behavior19:12 Economic realities: tariffs, interest rates, and inflation25:36 Why energy and infrastructure matter in future investments30:45 Critical thinking vs. chasing hype36:40 The Exit Round: Richard’s personal lessons40:20 Where to find Richard McWhorter onlineKEYWORDShow billionaires manage wealth, ultra high net worth investing, private wealth management strategies, financial advisor vs fiduciary, creative wealth preservation tactics, economic trends 2025, tariffs and inflation impact, interest rate strategy for investors, energy and infrastructure investments, risk management for the ultra-rich, alternative investments beyond stocks, wealth psychology and decision making, unbiased financial advising, long-term wealth planning strategies, building trust with high-net-worth clientsWANT 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!
If I told you the fastest way to increase your company's valuation wasn’t about selling more, raising prices, or landing new clients—but about keeping more of the money you already make—would you believe me? In this episode, Caleb reveals a simple 3-step system powered by ChatGPT that can cut up to 25% of your monthly expenses without layoffs.These are the exact prompts Caleb has used in his own companies and seen other founders deploy with game-changing results. You’ll walk away with practical AI tools that can instantly boost profitability, free up cashflow, and increase your exit multiple—all without sacrificing growth.TAKEAWAYSWhy profit is the real driver of valuation (not revenue)The 3-step GPT expense-cutting systemHow to uncover redundant or outdated contracts instantlyThe exact CFO-level GPT prompt that cuts 25% of expensesReal-world examples of founders saving $19K–$42K instantlyHow to reinvest savings into growth levers that multiply your exitRESOURCES MENTIONEDTry ChatGPT here → ChatGPTFOLLOWS⁠Oak IQ Investments⁠⁠Own The Exit⁠⁠Caleb Investing⁠CHAPTERS00:00 - Why Profit Beats Revenue01:25 - $19K Savings in One Hour02:19 - Step 1: Categorize Expenses03:41 - Step 2: The GPT CFO Audit05:31 - Step 3: Implement & Negotiate06:48 - Real-World Case Studies07:22 - Caleb’s Challenge to YouKEYWORDSAI in business, GPT prompts, cut costs with AI, business profitability, enterprise valuation, Own The Exit, Caleb OAKIQ, expense reduction strategies, ChatGPT for entrepreneursWANT 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!
She grew up riding pump jacks in West Texas and now she’s helping high-income professionals slash their tax bills and grow serious cash flow through strategic oil and gas investments. In this episode, Courtney Moeller joins us to break down the truth behind working interest, the real risks (and myths), and why this overlooked asset class might be the greatest wealth hack nobody's talking about.This is not your dad’s oil investing. Courtney reveals how to invest alongside billion-dollar operators, minimize dry-well risk, and structure deals that not only cash flow fast but also give investors massive year-one tax benefits. Whether you’re a W-2 earner, business owner, or pro looking for tax efficiency—this one’s for you.TAKEAWAYSOil and gas offers unique tax advantages unmatched by most other assetsWhy horizontal wells drastically reduce dry-hole riskThe myth of EVs replacing oil and what most investors get wrongHow to vet oil and gas operators like a proReturns you should expect from smart oil dealsThe timeline for return of capital and cash flow accelerationWhy demand from AI and data centers is fueling energy investment urgencyRESOURCES MENTIONEDOil and Gas ReportCourtney’s WebsiteFOLLOWS⁠⁠Oak IQ Investments⁠⁠⁠Own The Exit⁠⁠Aaron Investing⁠⁠Caleb Investing⁠CHAPTERS00:00 - Courtney’s wild oilfield background04:22 - Why now is the window to invest06:48 - EV myths and the truth about energy demand09:04 - Vetting oil and gas operators13:10 - Why oil beats real estate on taxes17:00 - What dry wells really cost you21:14 - How Courtney structures her deals23:31 - Return timelines and cash flow expectations28:03 - 85% K1 loss? Yep.30:45 - Freedom, family, and oil wealthKEYWORDSoil and gas investing, passive income, tax advantages, W2 tax strategy, working interest, cash flow, horizontal drilling, high income earners, accredited investors, financial independence, energy investing, inflation hedge, generational wealth, investment diversification, tax deferral, royalty income, depletion allowance, Permian Basin, offsetting earned income, energy sector, real asset investing, alternative investments, AI energy demand, Bitcoin mining and oilWANT 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!
In this solo episode of Own The Exit, Caleb sounds the alarm on the biggest economic shift of our lifetime: the AI revolution. If you're still building your wealth using the same assumptions from 10—or even 5—years ago, you're already behind. AI is not coming; it's here, and it's rewriting every rule of business, investing, and financial security.From job replacement at massive scale to algorithmic trading destroying diversification, Caleb breaks down why traditional investment models are failing and what smart entrepreneurs must do to stay ahead. This is your wake-up call: start owning assets AI can’t replicate, or risk losing it all.TAKEAWAYSAI will eliminate millions of jobs—including white-collar roles—within yearsPublic markets are more correlated and fragile than everThe old 60/40 portfolio model is officially deadTrue diversification requires owning hard, productive assetsSmart investors are using AI inside their business—but storing wealth outside of AI’s reachRESOURCES MENTIONEDOakIQ.comFOLLOWS⁠⁠Oak IQ Investments⁠⁠⁠Own The Exit⁠Caleb Investing⁠CHAPTERS02:00 AI Disrupting Jobs: Scary Stats You Need to Know05:30 Market Fragility & the End of Diversification08:30 What It Means for Entrepreneurs10:00 Real Assets That AI Can’t Replace12:00 The Creepy (But Real) Future of AI in Homes13:30 The Wealth Strategy That Still WinsKEYWORDSAI investing, job automation, financial fortress, passive income, 60/40 portfolio, real estate investing, own the exit, OakIQ, AI and wealth, smart investing strategies, diversified assets, AI risk, asset protectionWANT 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!
What if your property's WiFi could be a wealth-building machine? In this episode, we sit down with Bill Douglas, CEO of Optic Wise and co-author of *Peak Property Performance*, to unpack how real estate owners are boosting NOI by owning their digital infrastructure.Bill shares how he turned a 299-unit property from $15 to over $800 in NOI per unit annually—without touching the physical building. If you think "bulk internet" is the move, this episode will flip that script.TAKEAWAYS Why bulk internet deals often sabotage long-term NOI How owning your digital infrastructure increases valuation The importance of being AI-ready even if you're not AI-active The hidden operating savings from unified networks How data ownership enhances retention, security, and profitability Why most real estate tech investments fail—and how to avoid itRESOURCES MENTIONEDPeak Property PerformanceOptic WiseFOLLOWS⁠⁠Oak IQ Investments⁠⁠⁠Own The Exit⁠⁠Aaron Investing⁠⁠Caleb Investing⁠CHAPTERS00:00 – Why WiFi Is a Wealth Lever01:39 – Coral Snake Bite That Changed Everything03:03 – Turning Around a 14-Year-Old Company05:03 – The “Insane Bet” That Paid Off08:06 – Why Real Estate Is Tech-Phobic12:05 – Bulk Internet is a Trap15:35 – The Real Cost of ‘Free’ Networks20:58 – Smart Tech & Tenant Experience24:05 – Sentiment Analysis & AI Living Units28:53 – Building AI-Ready Properties33:05 – $824/Unit Case Study Breakdown37:15 – Exit Round: Books, Advice, StrategyKEYWORDSreal estate tech, commercial real estate, multifamily investing, NOI increase, passive income, digital infrastructure, AI in real estate, bulk internet, property technology, smart apartments, building automation, asset valuation, submetering, opex savings, smart locks, passive real estate, real estate investing, infrastructure ROI, future of real estate, property management techWANT 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!
Entrepreneurs see opportunities everywhere—but which ones are actually yours to solve right now? In this solo episode, Aaron breaks down how to beat shiny object syndrome, protect your cashflow, and scale faster by saying “no” more often.From Warren Buffett’s “say no” philosophy to Jeff Bezos’s one-way vs. two-way doors, and a simple six-filter decision framework, you’ll learn a practical way to decide what to pursue—and what to ignore—so you can build one business fully before chasing the next.TAKEAWAYSWhy most businesses fail (cashflow, not demand) and how overcommitment accelerates itThe “stay in your lane” rule for foundersGolden rule: don’t add a new line until your current one runs without you for 4+ weeksBezos’s one-way vs. two-way doors: when to experiment vs. when to prove firstSix filters: Strategic Fit, Reversibility, Resources, Impact vs. Effort, Circle of Competence, Hell-Yes TestRESOURCES MENTIONEDAtomic Habits — James ClearFOLLOWS⁠⁠Oak IQ Investments⁠⁠⁠Own The Exit⁠⁠Aaron Investing⁠CHAPTERS00:00 – Why Saying “No” Builds Wealth01:04 – The Hidden Cost of Shiny Objects02:52 – Buffett, Bezos & The Filters05:23 – The Golden Rule for Adding Lines06:48 – Munger, James Clear & Final FocusKEYWORDSshiny object syndrome, founder focus, strategic filters, one-way doors, cashflow risk, core competency, Warren Buffett, Jeff Bezos, Charlie Munger, Atomic Habits, entrepreneurship, 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!
Is a Recession Coming?

Is a Recession Coming?

2025-10-2133:42

Ray Dalio says we’re heading for a debt spiral. Apollo Global predicts the biggest boom in U.S. history. Who’s right? It doesn’t matter—if you’re positioned correctly. In this dynamic duo episode, Caleb and Aaron break down how everyday investors can take control of their financial future, no matter what headlines scream.Learn why diversification is broken, how ultra-wealthy investors are allocating capital (hint: it's not where your financial advisor told you), and the PRIME framework for making strategic moves through chaos. This one is for anyone who’s serious about escaping Wall Street dogma and actually owning their exit.TAKEAWAYSRecession doesn’t destroy wealth—it redistributes itWall Street "diversification" no longer protects youThe ultra-wealthy are holding cash for opportunity—not fearHard assets and private equity outperform public markets long-termTrusting your portfolio to a salaried advisor is riskyUse the P.R.I.M.E. framework: Pause, Review, Identify, Move, EvaluateFOLLOWS⁠⁠Oak IQ Investments⁠⁠⁠Own The Exit⁠⁠Aaron Investing⁠⁠Caleb Investing⁠CHAPTERS00:00 – Ray Dalio vs. Apollo Global: Who’s Right?01:45 – Why You Can’t Rely on Predictions03:58 – Recessions Don’t Destroy Wealth — They Move It06:12 – Why “Diversification” No Longer Works09:40 – How the Ultra-Wealthy Are Actually Allocating Capital13:32 – What Tiger 21 Investors Are Doing with Their Portfolios17:50 – Why Your Financial Advisor May Be Misleading You20:28 – The PRIME Framework: Pause. Review. Identify. Move. Evaluate.26:43 – Final Thoughts: Own Your Exit, Own Your WealthKEYWORDSRay Dalio, Apollo Global, Tiger 21, investing in a recession, private equity, alternative investments, PRIME framework, hard assets, portfolio strategy, financial freedom, OakIQ, Own The ExitWANT 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!
In a world obsessed with shortcuts and hacks, the real edge isn’t just working smarter—it’s working smarter AND harder. In this solo episode, Caleb breaks down why skill stacking, deep focus, and relentless consistency are the ultimate cheat codes to success in business, investing, and life.From Elon Musk to Michael Jordan, from Cal Newport to Alex Hormozi, Caleb reveals what separates the people who quietly win long term from those who burn out chasing the next shiny thing. By the end of this episode, you’ll know how to outwork 95% of the competition without burning yourself out.TAKEAWAYSWhy the “work smarter, not harder” mantra is incompleteHow deep focus multiplies your productivityThe power of stacking complementary skills for leverageWhy consistency beats talent in the long gameHow to create compounding results without burnoutFOLLOWS⁠Oak IQ Investments⁠⁠Own The Exit⁠⁠Caleb Investing⁠CHAPTERS00:00 The real cheat code: smarter + harder work00:29 Why shortcuts don’t create long-term success01:08 Lessons from Elon Musk and Michael Jordan02:16 What “working harder” actually means03:07 Deep focus vs shallow busyness04:32 Skill stacking for leverage (Alex Hormozi example)06:17 Why complementary skills multiply results07:41 Relentless consistency: the MrBeast effect09:04 Outlasting the competition without burnoutKEYWORDSwork smarter and harder, deep work productivity, skill stacking for entrepreneurs, how to stay consistent, Alex Hormozi business lessons, Cal Newport deep work, MrBeast success secrets, how to outwork competition, consistency beats talent, productivity without burnout, how to focus deeply, skill leverage in business, discipline vs motivation, building compounding results, business growth mindsetWANT 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!
In this special solo episode of Own The Exit, Caleb honors the late Charlie Kirk by unpacking what it truly means to be wealthy. It’s not just about building businesses or chasing dollar signs—it's about becoming the kind of person who can handle prosperity without losing their soul in the process.From character-first wealth building to defining what “rich” really means for you, this is an emotionally honest and highly practical breakdown of how legacy, values, and financial literacy intersect to build not just success, but significance.TAKEAWAYSWealth without character leads to internal povertyYou can be rich in money but bankrupt in your soulLegacy matters more than lifestyleDefine your personal version of “rich”Financial literacy is a non-negotiable superpowerDon’t glorify hustle—build systems that give freedomCompounding interest works both ways—use it wiselySacrifice distractions, not your family or integrityEnough is better than endlessly chasing moreFOLLOWS⁠⁠Oak IQ Investments⁠⁠⁠Own The Exit⁠⁠Caleb Investing⁠CHAPTERS00:00 - Why wealth without character is hollow01:22 - Honoring Charlie Kirk beyond politics02:16 - The power of becoming before earning03:09 - Legacy vs. success sequence04:32 - Charlie’s formula for material wealth05:08 - Most people don’t want the grind06:10 - Sacrificing distractions, not values07:26 - The real prize: time & freedom08:13 - Defining “rich” with critical mass09:04 - Why financial literacy changes lives10:54 - Business smarts start with money smarts11:35 - Hustle isn’t the only path to wealth12:45 - Solving real problems at your scale13:19 - Summary: 6 powerful wealth lessonsKEYWORDSfinancial freedom, character development, generational wealth, business systems, legacy building, passive income, financial literacy, compounding interest, critical mass, values-based investing, wealth without burnout, intentional living, entrepreneurship, time freedom, defining rich, success sequence, hustle culture, purpose-driven wealth, internal poverty, building legacy, charlie kirkWANT 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!
Can money really buy happiness—or does it just magnify who you already are? In this deeply thought-provoking episode, Caleb and Aaron unpack the famous Harvard happiness study that claims happiness plateaus at $85,000 a year, share real-world stories from high-net-worth individuals, and discuss why money is only a tool—not the ultimate answer.They explore why happiness is an internal choice, how money removes obstacles but doesn’t create meaning, and why your “why” matters more than any dollar amount. If you’re building with the end in mind, this conversation will challenge how you view wealth, freedom, and fulfillment.TAKEAWAYSThe $85,000-a-year happiness plateau explainedWhy money magnifies who you already areHow income can remove obstacles but not create fulfillmentThe deeper “why” behind pursuing financial freedomHow to build both wealth and internal happinessFOLLOWS⁠Oak IQ Investments⁠⁠Own The Exit⁠⁠Aaron Investing⁠⁠Caleb Investing⁠CHAPTERS00:00 Can money really buy happiness?00:19 Breaking down the Harvard $85,000 happiness study02:14 Why happiness plateaus after basic needs are met04:32 The fleeting joy of material upgrades06:57 Money as a magnifier of who you already are09:43 Stories of wealthy people still unfulfilled12:56 Happiness as a choice, not a dollar amount15:22 The deeper “so that” behind pursuing passive income18:45 Two conflicting studies on income and happiness21:38 Building internal happiness alongside external wealth24:17 Final thoughts: Money, meaning, and freedomKEYWORDSdoes money buy happiness, $85,000 happiness study, income vs happiness research, money and life satisfaction, wealth and fulfillment, financial freedom mindset, money as a tool not the goal, removing obstacles with money, how income affects happiness, why happiness is internal, money mindset shifts, wealth psychology for entrepreneurs, freedom vs fortune, building a meaningful business, financial freedom vs life purposeWANT 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!
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