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PODCAST · business

The Investor's Guide To Joy

“How do I create true freedom without trading time for money?” “What’s the playbook for passive income, tax-smart investing, and joyful living?” You're in the right room. Each week, you'll hear from elite investors, founders, and wealth strategists who’ve traded stress for stewardship—sharing practical moves to help you grow, give, and enjoy more. Hosted by Paul Graham—entrepreneur, capital raiser, and founder of Octane—who helps purpose-driven leaders scale to 7–9 figures with peace of mind, not pressure. Ready to build wealth that serves your life—not the other way around? Subscribe and start investing with clarity, conviction, and joy.

Publisher-supplied feed metadata · PodParley refreshed Jun 10, 2026 · Source feed

  1. 67

    How To Cut Your Database Operations Cost Without Laying Off A Single Person

    One outage. One hour. $1.5 million in lost revenue. That's the reality for enterprise companies running fragmented databases across multiple clouds, tools, and teams with no single place to see, manage, or fix any of it. Janardhan, founder of DBaaS Now...

  2. 66

    The $0 Fix That Turned a Bleeding STR Into a Cash-Flowing Machine (yeah, seriously)

    You bought the short-term rental. You're paying 20% to a property manager. And somehow, you're still stressed, still losing money, and still getting a text at 2AM about a broken microwave. Taylor Jolly has managed short-term rentals across Texas and se...

  3. 65

    Banks, Gold & Getting Out of the System Before It's Too Late

    Marc Walton has lived through the dot-com boom, the 2008 crash, the crypto run of 2020, and a gold bull market that delivered 300% gains on a single miner, all while trading Forex for 15 years from a sun-soaked island in Portugal. In this episode, he a...

  4. 64

    The $1M to $10M Sales Blueprint: How to Stop Being the Only Closer in Your Business

    Michael Schiltz spent 14 years mastering sales including carrying a $12M quota at Dell before moving into consulting to help founders do the one thing most can't: step out of the sales seat and build a system that scales without them. In this episode, ...

  5. 63

    Owning Multiple Businesses 1,000+ Miles Away

    Steven Nunez left corporate after 10 years, put six figures into his first build, and now owns and operates multiple full-service laundry centers across Central and South Florida all managed remotely from New Jersey. In this episode, he breaks down the...

  6. 62

    Why Your Startup Pitch is Failing (And What Investors Actually Bet On)

    Joe Feminella, entrepreneur and founder of First Round on Me, gets raw about what it really takes to raise $5M+ across multiple company pivots, no Harvard degree required. In this episode, Joe breaks down how a single investor conversation changed ever...

  7. 61

    Bridging the Gap: Aligning Education, Economic Development, and Industry

    In this episode, host Paul Graham sits down with Curtis Clough, a seasoned educational leader and superintendent, to discuss the critical intersection of K-12 education, workforce development, and economic growth. Curtis shares his unique "trifecta" pe...

  8. 60

    The People ROI: Why Great Leaders Put Humans Before KPIs

    Is your leadership style adding or multiplying? In this episode, Paul Graham sits down with Tim 'Coach' Scholze, a seasoned leader who climbed from the mailroom to the executive suite, to discuss why most CEOs fail when they focus solely on the data. T...

  9. 59

    How Founders Accidentally Lose Millions During Due Diligence

    Are you building a billion-dollar company with a thousand-dollar mindset? In this episode, Paul Graham sits down with Eric Nghiem, founder of The Cashflow Doctor, to dissect the financial "hiccups" that sink tech startups during due diligence. Eric sha...

  10. 58

    Using AI to Audit and Avoid Extra Cloud Spend

    In this episode, Max from CloudGo.ai explains how companies bleed millions in cloud spend. Discover how to audit your environment to ensure your tech stack is ready for VC due diligence or a single engineer becoming a point of expensive failure. 00:25 ...

  11. 57

    The Relaunch: Why I Paused the Podcast

    In this relaunch episode, I share why I paused the show for nine months to shift from "making noise" to creating real transformation. Discover how to grow your net worth without losing your identity or your family, as you transition from a moneymaker t...

  12. 56

    What Every Business Owner Must Know About the 10% Equity Rule Starting June 1st

    In this episode of The Investor’s Guide to Joy, Paul Graham sits down with business strategist Jimmy Rios to unpack major SBA rule changes coming June 1, 2025, and what they mean for business owners looking to sell, scale, or bulletproof their companie...

  13. 55

    The Truth and Timeline Behind DIY Cost Cutting for Business Owners

    In this episode of The Investor’s Guide to Joy, Paul Graham sits down with cost-reduction expert Shawn Stratton to uncover how business owners can save thousands without sacrificing service quality. From telecom audits to waste management, Shawn breaks...

  14. 54

    Cut 28% of Your Business Expenses

    In this episode of The Investor’s Guide to Joy, host Paul Graham sits down with Shawn Stratton of Schooley Mitchell to uncover how businesses can boost profitability by slashing hidden operating costs without sacrificing service. From waste removal to ...

  15. 53

    Never Fail a 1031 Exchange with this Method

    In this episode of The Investor’s Guide to Joy, Paul Graham welcomes Trevor LaParl, to explore the power of the 1031 Exchange. Trevor breaks down how investors can legally defer capital gains taxes, shares real-life success stories, and explains how to...

  16. 52

    Commercial Office Building Changed Everything

    In this episode of The Investor’s Guide to Joy, Matt Drouin shares how he broke away from the grind of chasing money to build a life and business rooted in purpose, community, and joy. Tune in to hear his journey from burnout to breakthrough and how re...

  17. 51

    Save 40-50% of Your Business Overhead

    Discover how seven-figure entrepreneurs are cutting up to 50% in operational costs and scaling smarter with AI in this game-changing episode featuring Devan Dillard. From replacing entire departments with intelligent agents to optimizing workflows, mar...

  18. 50

    Double Your Company with These AI Systems

    In this episode of The Investor's Guide to Joy, Paul Graham sits down with AI strategist Devan Dillard to explore how six-figure business owners can leverage AI to scale smarter, not harder. From automating content creation and lead nurturing to using ...

  19. 49

    What I Learned From Buying Multiple Small Businesses

    In this insightful episode of The Investor’s Guide to Joy, Jay Bourgana seasoned entrepreneur and GoBundance member, shares powerful strategies for buying and scaling service-based businesses. From fire extinguisher compliance services to niche landsca...

  20. 48

    Helping Business Owners Create More Lifestyle Freedom

    In this solo episode of The Investor's Guide to Joy, host Paul Graham unveils a powerful new direction for the podcast focusing on helping business owners scale without burnout, exit with clarity, and build lasting wealth. Drawing from his own journey ...

  21. 47

    Never pay Taxes On the Sale of Your Business

    Paul Graham and Trevor LaParl of Q1031.com discuss how the 537 Installment Sale Trust (IST) can serve as a powerful alternative or backup to 1031 exchanges, which often fail, leading to unexpected tax bills. Trevor explains how the IST allows investors...

  22. 46

    How Dirt Can Turn Into Millions?

    In this episode of the Investor's Guide to Joy, we dive into the wild, gritty world of land development with Greg Farricielli a real estate wizard who’s turned empty lots into over $100 million in sales. Picture this: a guy who looks at a patch of dirt...

  23. 45

    Ever Wondered How Raw Dirt Can Turn Into Millions?

    In this episode, we dive into the fascinating journey of Paul, uncovering pivotal moments that shaped his career and insights that inspire. From overcoming challenges to achieving success, Paul shares valuable lessons on perseverance, leadership, and g...

  24. 44

    Complete 75 Hard Right, The First Time

    I’m sharing my raw journey through the 75 Hard Challenge—a mental fitness test that pushed me to grow into the best version of myself. In this video, I open up about the highs and lows, from pushing through grueling workouts and strict diets to overcom...

  25. 43

    Take Control of Your Finances

    Ready to take control of your finances this year? In this video, I break down the 10 essential steps that transformed my financial life—from understanding my money to building passive income streams. Drawing from my own experiences of doubling my incom...

  26. 42

    Co Author Book Reflection: From Startup to Standout

    From watching Shark Tank as a kid to co-authoring a book with Kevin Harrington, this is my unexpected journey in entrepreneurship. Discover how a childhood promise to my mom and a chance meeting at a family office event led to Start Up to Stand Out, a ...

  27. 41

    Misogi Challenge Start of 100 videos

    Every year, I take on a bold challenge to push my limits—this year, it's 100 YouTube videos in 100 days!

  28. 40

    Avoiding Tax Pitfalls: Back Taxes, Audits, and Business Liens

    In this episode of The Investor's Guide to Joy, host Paul Graham sits down with Bob Boeshaar to tackle the often-daunting topic of taxes. Bob shares invaluable insights on navigating tax challenges, including how to avoid common pitfalls like poor reco...

  29. 39

    What It Takes to Achieve Financial Freedom

    In this episode of The Investor's Guide to Joy, Tino Madyara, a seasoned tax professional and real estate investor, shares expert advice on tax strategies for business owners and investors. He highlights the importance of aligning personal and business...

  30. 38

    Accessing Liquidity with Real Estate Syndication Secondaries

    In this episode of The Investor's Guide to Joy, Paul Graham and Christion Sadler dive into the secondary real estate market, exploring how it provides investors with the opportunity to unlock equity before the typical 3-5 year lockup period. Christion ...

  31. 37

    Are You Protecting Your Wealth and Growing Your Business?

    In this episode of The Investor's Guide to Joy, host Paul Graham and Stacy Calvin dive into essential financial strategies for business owners and high-income earners. They explore the benefits of diversifying investments through syndications, optimizi...

  32. 36

    The Best Way to Raise Capital

    In this episode of The Investor's Guide to Joy, Rachel Cohen shares her inspiring journey from overcoming paralysis to thriving as a multifamily investor and capital raiser. She discusses her first real estate deal in Corpus Christi, the creation of he...

  33. 35

    How A Basement Created International Travel Freedom

    In this episode, Paul Graham sits down with Adrienne Green, to discuss her journey into real estate and business. Adrienne shares how a shift in mindset and strategic investments in real estate have provided financial stability and opened doors for per...

  34. 34

    Dirt to Dollars: Mastering the Art of Land Flipping

    In this episode of The Investor's Guide to Joy, Mason McDonald, an expert land investor and entrepreneur, shares his strategies for success in the world of land investing. From flipping land in Colorado Springs to leveraging seller financing and lot sp...

  35. 33

    From $0 to $10M: Real Lessons in Raising Capital

    In this episode of The Investor’s Guide to Joy, Paul Graham and Flint Jamison discuss the complexities of capital raising and building investor relationships in the world of real estate. Flint shares his journey from aerospace engineering to real estat...

  36. 32

    The Tax-Smart Investor's Guide to Oil & Gas

    In this episode, Paul Graham and Michael Tanner delve into the intricacies of oil and gas investing, emphasizing its potential as a diversification strategy for investors. They discuss the distinctions between major oil companies and the mid-sized oper...

  37. 31

    The Four Stages of Wealth

    In this episode of The Investors Guide to Joy Investor Series, Paul Graham interviews John Berlet to explore wealth-building strategies across different financial stages. They discuss starting with Roth IRAs, leveraging real estate, and participating i...

  38. 30

    Options to Offset Your Taxes

    In this episode of The Investor's Guide to Joy, host Paul Graham interviews Mark Perlberg, who shares insights on balancing aggressive business growth with maintaining stability. They discuss the challenges of rapid expansion, risks of burnout, and the...

  39. 29

    Is Oil and Gas Risky?

    In this episode of The Investor's Guide to Joy, host Paul Graham sits down with Rey Treviño III, a seasoned professional in the oil and gas industry. They delve into the intricacies of investing in this sector, emphasizing the vital role of relationshi...

  40. 28

    Can you scale to 100 doors?

    In this episode of The Investor's Guide to Joy, host Paul Graham interviews real estate investor Grant Francke, who shares his inspiring journey to financial freedom through strategic real estate investments. With over 100 doors in his portfolio, Grant...

  41. 27

    Avoid losing millions of dollars and moments of joy

    In this episode of The Investor's Guide to Joy, host Paul Graham engages with Matt King to uncover how joy is integral to leadership, family life, and personal fulfillment. Matt shares his experiences on his family ranch, where he instills the values o...

  42. 26

    Lifestyle Design

    In this episode, Paul Graham welcomes Erin Bradley, who shares her journey, embracing a life of adventure and achieving her dream. Erin reflects on the power of taking risks, even when filled with fear, leading her to unexpected successes. She highligh...

  43. 25

    What Do You Believe You Are Worth?

    In this episode of "The Investor's Guide to Joy," host Paul Graham interviews real estate investor Wyatt Simon, who shares his journey to financial independence and how his early success led him to rethink what true freedom means. Wyatt discusses the c...

  44. 24

    How to Overcome Your Fears

    In this episode of "The Investor's Guide to Joy," Paul Graham hosts Ryan Smolarz who shares his journey from medicine to commercial real estate. Ryan discusses his transition from a consumer mindset to that of an investor, highlighting how his passion ...

  45. 23

    Using LinkedIn Events, Events to Educate

    In this podcast episode, Colin Hirdman delves into the strategic use of LinkedIn for business growth, sharing his journey from founding Monkey Island Ventures to creating Rainmaker, a LinkedIn automation platform. Colin discusses LinkedIn's unique posi...

  46. 22

    How to Never Give Up on Yourself

    In this episode, the conversation delves into the mental and physical challenges of personal growth, using cold showers and marathons as metaphors for resilience. Marty Cornish shares insights on the critical importance of finding product market fit in...

  47. 21

    How to Work Hard and keep your Peace

    In this insightful podcast episode, Paul Graham and Steve Wallace dive deep into the intersection of emotions, personal growth, and success. Steve shares his journey from early struggles in sales to discovering his true strengths, highlighting the crit...

  48. 20

    What does it mean to truly SHOW UP?

    In this insightful podcast episode, Marcy Axelrod and Paul Graham explore the deeper aspects of joy, success, and self-care. Marcy challenges conventional notions of progress and success, advocating for a more meaningful approach to life that prioritiz...

  49. 19

    Growing Your 7 Figure Business

    Charles Read delves into his entrepreneurial journey, starting from a young age selling candy to transitioning from corporate life to building his own successful business. He shares valuable advice for aspiring entrepreneurs, emphasizing the importance...

  50. 18

    Does the Universe Work in My Favor?

    Enlightening conversation, Eric McHugh delves into the transformative power of meditation and manifestation. He shares his meditation routines, including intensive silent sessions, binaural beats, and guided practices by Tony Robbins, emphasizing the r...

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ABOUT THIS SHOW

“How do I create true freedom without trading time for money?” “What’s the playbook for passive income, tax-smart investing, and joyful living?” You're in the right room. Each week, you'll hear from elite investors, founders, and wealth strategists who’ve traded stress for stewardship—sharing practical moves to help you grow, give, and enjoy more. Hosted by Paul Graham—entrepreneur, capital raiser, and founder of Octane—who helps purpose-driven leaders scale to 7–9 figures with peace of mind, not pressure. Ready to build wealth that serves your life—not the other way around? Subscribe and start investing with clarity, conviction, and joy.

HOSTED BY

Paul H. Graham

Frequently Asked Questions

How many episodes does The Investor's Guide To Joy have?

The Investor's Guide To Joy currently has 50 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.

What is The Investor's Guide To Joy about?

“How do I create true freedom without trading time for money?” “What’s the playbook for passive income, tax-smart investing, and joyful living?” You're in the right room. Each week, you'll hear from elite investors, founders, and wealth strategists who’ve traded stress for stewardship—sharing...

How often does The Investor's Guide To Joy release new episodes?

The Investor's Guide To Joy has 50 episodes. Check the episode list to see recent publication dates and frequency.

Where can I listen to The Investor's Guide To Joy?

You can listen to The Investor's Guide To Joy on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.

Who hosts The Investor's Guide To Joy?

The Investor's Guide To Joy is created and hosted by Paul H. Graham.
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