The Investor's Guide To Joy

By: Paul Graham
  • Summary

  • “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.
    Copyright Sandstone Media 2024
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Episodes
  • Never Fail a 1031 Exchange with this Method
    May 7 2025

    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 avoid costly mistakes in real estate transactions. Whether you're a seasoned investor or just getting started, this episode is packed with essential strategies to help you build long-term wealth.

    Highlights of the Podcast

    00:01 – Introduction

    01:45 – From Side Hustle to Real Estate Investing

    04:20 – Discovering the Power of 1031 Exchanges

    06:30 – Breaking Down 1031 Exchanges

    10:15 – Limitations and Pitfalls of 1031s

    12:40 – Introduction to Installment Sale Trusts

    15:05 – Customizing Exit Strategies for Investors

    18:20 – Real-Life Example: Using Installment Trusts Effectively

    21:45 – Misconceptions Around Real Estate Tax Deferral

    24:30 – Finding Joy Through Financial Education

    27:10 – Final Takeaways and Resources

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    27 mins
  • Commercial Office Building Changed Everything
    May 5 2025

    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 redefining success can transform everything.

    Higlights of the Podcast

    00:00 – Introduction

    01:45 – Matt’s Background

    04:00 – First Investment & Lessons

    06:15 – Mindset Shift

    08:45 – Minimalist Lifestyle

    10:30 – Redefining Success

    13:00 – Authenticity & Joy

    16:20 – The Trap of Comparison

    18:50 – Advice for New Investors

    21:15 – Joy as a Business Strategy

    22:50 – Closing Remarks

    #PurposeDrivenInvesting #RealEstateJourney #RedefineSuccess

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    24 mins
  • Save 40-50% of Your Business Overhead
    May 2 2025

    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, marketing, and resource management, Devan shares practical insights on leveraging AI for exponential growth without the overhead. This is your essential guide to building a lean, future-proof business powered by automation and strategic innovation.

    Highlights of the Podcast

    00:01 – Introduction & AI for 7-Figure Businesses

    04:10 – Welcome Devan Dillard & AI Agents Overview

    05:18 – Profit Margins and Hiring AI Over Staff

    09:08 – Downsizing & Ethical Employee Transitions

    10:14 – Hiring Developers for AI Buildouts

    11:13 – Cost of AI Implementation

    15:18 – Expense Reduction with AI

    16:21 – When You're Ready for AI

    18:21 – Competitive Advantage Through Cost Reduction

    20:03 – Ongoing Optimization & AI Maintenance

    22:11 – The 5 AI Executive Agents

    24:47 – Where to Learn More

    #AIAutomation #ScalableBusiness #EntrepreneurGrowth

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    26 mins

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