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Massive Passive Cash Flow Podcast

Massive Passive Cash Flow Podcast

By: Gary Wilson
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The podcast that guides professionals to financial prosperity through smart investing strategies. Learn how real investors invest. If you're a professional, you already have skills that you can leverage to build your wealth. With over 30 years of experience, host Gary Wilson shows you how. Economics Personal Finance
Episodes
  • Real Estate Success Through Systems and Expectations, with Dave Kimbrough
    Aug 27 2025

    Dave Kimbrough is a top-producing real estate agent and coach based in Grand Junction, Colorado, known for closing 100–150 transactions a year with just one assistant. After starting his career in pharmaceutical sales and overcoming personal tragedy, Dave transitioned into real estate where he quickly built a high-volume business. At the height of his production, he created Expectation Selling—a proven system designed to help agents set clear expectations, eliminate objections, and achieve a 10-out-of-10 client experience without sacrificing work-life balance.

    Today, Dave runs his business through systems that prioritize efficiency, consistency, and relationships. His program, Expectation Selling, provides agents with step-by-step tools to run their businesses like true business owners. By teaching agents how to control inventory, partner with builders, and build trust with clients, Dave empowers them to scale their production while avoiding burnout. His “Freedom Formula” is built on proactive expectation management, allowing agents to prevent fires before they start and live a more balanced, intentional life.

    What You Will Learn:
    • Who is Dave Kimbrough, and how did he go from pharmaceutical sales to closing over 100 real estate deals annually?

    • What lessons did Dave learn during the 2008–2009 market downturn, and how did they shape his systems for success?

    • Why controlling inventory and building strong relationships with builders can transform your real estate business.

    • How Expectation Selling helps agents handle objections before they arise and improve the client experience.

    • Why real estate is still a relationship-driven industry despite technology and marketing hype.

    • How to maintain work-life balance and prevent burnout while running a high-production business.

    • What agents can expect inside the Expectation Selling program—11 modules, coaching options, and practical tools.

    • Dave’s “golden nugget” of advice for agents: why mindset, resilience, and intentional planning matter most.

    Dave’s story proves that with the right systems, mindset, and balance, real estate agents can achieve massive success while building a life they love. Whether you’re a new agent, seasoned producer, or team leader, this episode is packed with actionable strategies to scale your business and thrive in any market.

    🔗 Links & Resources
    • 📧 Email: Dave@ExpectationSelling.com

    • 🌐 Website: ExpectationSelling.com

    • 📞 Phone: 970-261-3266

    • 📘 Facebook: facebook.com/ExpectationSelling

    • 🐦 Twitter/X: @ExpectationSelling

    Attention Investors and Agents

    • Are you looking to grow your business?

    • Need to connect with aggressive like-minded people like yourself?

    • We have all the right tools, knowledge, and coaching to positively effect your bottom line.

    • Visit:http://globalinvestoragent.com/join-gia-team to see what we can offer and to schedule your FREE consultation!

    Our NEW book is out…order yours NOW!

    Global Investor Agent: How Do You Thrive Not Just Survive in a Market Shift?

    Get your copy here: https://amzn.to/3SV0khX

    HEY! You should be in class this coming Monday (MNL). It’s Free and packed with actions you should take now! Here’s the link to register: https://us02web.zoom.us/webinar/register/WN_sNMjT-5DTIakCFO2ronDCg

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    36 mins
  • Episode 350: Mastering the Agent–Investor Flywheel, with Chris A. Williams
    Aug 20 2025
    Chris A. Williams is a 25-year-old real estate investor, entrepreneur, and the powerhouse behind The Assets Real Estate Team and 1st Class Real Estate Equity Group. He leads a top-ranked team representing buyers and sellers of distinguished properties throughout the Hampton Roads area. In 2024, his team’s very first year closed nearly $60 million in sales across 182 homes, earning the title of #1 team in sales volume out of 100+ 1st Class locations nationwide. Individually, Chris is consistently recognized as one of the top agents in his market, with accolades including the HRRA Circle of Excellence, Top 500 Agent out of nearly 10,000 agents, Most Prominent Agent Award, Top Producer Award, and Social Media Master Marketing Award. But his journey wasn’t easy, he sold only two homes his first year before breaking into the top 15% of agents the next. That experience shaped his philosophy of resilience, self-belief, and building systems for long-term success. Today, Chris specializes in creative financing, investor partnerships, and the Agent–Investor Flywheel model, a strategy that allows agents to stabilize deal flow, stack revenue opportunities, and thrive in any market. His mission is to train and empower other agents, regardless of their background, to dominate their market and become the greatest asset to their clients. What You Will Learn: Who is Chris A. Williams, and how did he go from two sales in year one to nearly $60M in production in a single year? What pivotal moment shifted Chris from a traditional agent to an agent–investor model How does the Agent–Investor Flywheel help agents create predictable income despite market volatility? What is revenue stacking, and how can agents earn multiple commissions from a single flip? Why Chris believes a small, high-intent investor database beats a massive but unfocused one. How to track KPIs and run your business like a business—not a side hustle. Why hiring a transaction coordinator and admin staff early creates scale and leverage. How creative financing strategies like seller financing, VA assumptions, and multi-note structures open doors in today’s high-rate market. Chris’s social media strategy: why authenticity and consistency beat overproduced content. What separates entrepreneurship from employment—and why “scared money don’t make money.” How Chris leverages collaboration and networking for expansion opportunities in Hampton Roads and beyond. Chris’s story is proof that faith, persistence, and strategy can turn early struggles into market dominance. Whether you’re a new agent, seasoned investor, or team leader, this episode delivers actionable insights to grow your business with confidence. Additional Resources from Chris A. Williams: Phone: 757-215-8559 Email- chrisawilliams.realestate@gmail.com Instagram- @IAMCHRISAWILLIAMS Youtube- @IAMCHRISAWILLIAMS Facebook - @IAMCHRISAWILLIAMS Tik Tok- @IAMCHRISAWILLIAMS Attention Investors and Agents Are you looking to grow your business?Need to connect with aggressive like-minded people like yourself?We have all the right tools, knowledge, and coaching to positively effect your bottom line.Visit:http://globalinvestoragent.com/join-gia-team to see what we can offer and to schedule your FREE consultation! Our NEW book is out…order yours NOW! Global Investor Agent: How Do You Thrive Not Just Survive in a Market Shift? Get your copy here: https://amzn.to/3SV0khX HEY! You should be in class this coming Monday (MNL). It’s Free and packed with actions you should take now! Here’s the link to register: https://us02web.zoom.us/webinar/register/WN_sNMjT-5DTIakCFO2ronDCg
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    40 mins
  • Episode 349: From Submarines to Self-Storage: Mastering 1031 Exchanges & DST Strategies, with Jim Whitesides
    Aug 13 2025

    Jim Whitesides is a Naval Academy graduate, former nuclear submarine officer, and seasoned energy trader who transitioned into the self-storage business and real estate investment world. Drawing from decades of hands-on experience, Jim has helped countless investors navigate the complex waters of 1031 Exchanges and Delaware Statutory Trusts (DSTs). His unique blend of analytical precision, operational discipline, and strategic foresight allows him to break down complicated tax strategies into clear, actionable steps for investors at any stage. Whether you’re seeking to defer capital gains taxes, diversify your portfolio, or shift toward a more passive investment approach, Jim delivers insights grounded in real-world success.

    What You Will Learn:

    • Who is Jim Whitesides?

    • How did Jim’s Naval Academy and submarine career shape his approach to business and investing?

    • What led Jim to transition from energy trading into self-storage and real estate?

    • How does a 1031 Exchange work, and what are the IRS rules you must follow?

    • Why are the timelines in a 1031 Exchange so critical — and so easy to miss?

    • What role does a Qualified Intermediary play in the process?

    • What is a Delaware Statutory Trust (DST), and how does it differ from traditional property ownership?

    • What are the key advantages and potential drawbacks of DSTs?

    • How can DSTs provide diversification and passive income while deferring taxes?

    • What strategies can investors use for debt replacement and portfolio restructuring?

    • How can sector specialization (like self-storage) be leveraged for consistent returns?

    • Real-world examples of successful transitions from active management to DST investing

    • How does Jim help investors avoid common tax-deferred exchange mistakes?

    • Where can listeners connect with Jim for further insights and guidance?

    Additional Resources from Jim Whitesides:

    Website: www.sound-tract.com

    Instagram: https://www.facebook.com/people/Jim-Whitesides/61566366254034/

    LinkedIn: https://www.linkedin.com/in/jimwhitesides

    Attention Investors and Agents

    • Are you looking to grow your business?
    • Need to connect with aggressive like-minded people like yourself?
    • We have all the right tools, knowledge, and coaching to positively effect your bottom line.
    • Visit:http://globalinvestoragent.com/join-gia-team to see what we can offer and to schedule your FREE consultation!

    Our NEW book is out…order yours NOW!

    Global Investor Agent: How Do You Thrive Not Just Survive in a Market Shift?

    Get your copy here: https://amzn.to/3SV0khX

    HEY! You should be in class this coming Monday (MNL). It’s Free and packed with actions you should take now! Here’s the link to register: https://us02web.zoom.us/webinar/register/WN_sNMjT-5DTIakCFO2ronDCg

    Show More Show Less
    37 mins
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