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The Owner Meeting
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The Owner Meeting

Christian Osgood
BusinessEntrepreneurship
The Owner Meeting
Latest episode

85 episodes

  • The Owner Meeting

    How Cody Built a 20-Deal Portfolio with Seller Financing

    04/23/2026 | 43 mins.
    Hosts Christian and Cody Davis explore creative finance, seller financing, self-management, and development as Cody shares how he scaled a multifamily portfolio through dozens of seller-financed deals.

    They discuss management strategies, partnership pitfalls, using AI for legal and deal strategy, and practical tips for making offers, contingency planning, and closing transactions.
  • The Owner Meeting

    How the Rich Save Taxes: Trusts, Asset Protection & Real Estate Secrets

    04/22/2026 | 24 mins.
    In this episode, Christian interviews Sally Gimon about her journey from wholesaling bank-owned properties to building a diversified real estate portfolio using beneficial trusts, seller financing, and notes. She explains how wealthy investors legally reduce taxes, protect assets from lawsuits, and structure deals for long-term, generational wealth.

    Sally shares practical examples, common mistakes to avoid (especially bad partnerships), and directs listeners to free resources and a masterclass to learn trust-based tax and asset protection strategies.
  • The Owner Meeting

    How We Turned Vacant Land into a 700-Deal Business: Owner Financing & Scale

    04/06/2026 | 48 mins.
    This episode walks through how Abi Asija built a high-volume land business, covering acquisition strategies (tax auctions, direct mail, social media), owner-financing sales, and scaling from side hustle to seven-figure company. Key lessons include reinvesting profits, speed-to-lead sales tactics, making multiple offers per customer to boost LTV, and building goodwill through consistent content and customer relationships.

     

    ABI's Book - https://amzn.to/41QiJ6o
  • The Owner Meeting

    Building Rent Redi from Concept into industry leading managment software - with Ryan Barone

    04/01/2026 | 37 mins.
    In this episode, Ryan Barone of Rentredi shares his journey from a small-town background to building a revolutionary all-in-one property management platform. Discover how Rent Ready addresses the needs of DIY landlords, the importance of starting small, and the lessons learned along the way. 

     

    Key Topics:

    The origin story of Rent Redi and its mission
    How Rent Ready addresses the needs of small and DIY landlords
    Lessons learned from building a scalable property management platform
    The importance of starting with customer feedback and iterative development
    Strategies for maintaining quality and customer service at scale

     

    Check out https://rentredi.com/ to learn more about rentredi
  • The Owner Meeting

    Gamification of Products in the age of AI: How Physical Products Supercharge Digital Brands With Mark Stern

    03/24/2026 | 44 mins.
    Host Christian interviews Mark Stern about transforming digital businesses with high-impact physical products. They discuss CustomBoxAgency’s approach to customer journey design, the 57 Hats card deck for role clarity, gamification and milestone-driven retention, creative design processes, AI’s role in education and experiences, and lessons learned from costly operational mistakes. Practical advice on building memorable, results-driven experiences rounds out the episode.

    Check out Mark's company at https://customboxagency.com/

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About The Owner Meeting

The owner meeting podcast meets with Real Estate and Business professionals who have built the businesses you want to own. Learn from the people who have already done the thing you want to do. Learn from their success and more importantly avoid the "Stupid Tax" they paid to get where they are today.  Join Christian Osgood as he explores the less known strategies of real estate investment and pave your way to financial freedom with the Owner Meeting Podcast. Christian is a real estate investor and an American entreprenur with over 600 rental properties, The Robin Hood Resort, Apex Asset Management LLC, Funnel Stacking LLC, and Coaching Closers LLC. All Purchased with a wopping $0 out of pocket. Join Christian and a network of real estate masters as they divulge priceless insights, innovative financial tactics, and triumph tales to empower you in the dynamic realm of real estate investment. Whether you’re a seasoned player or an aspiring beginner, our podcast furnishes practical wisdom to expedite your journey towards prosperity and autonomy. Tune in now to kickstart the construction of your empire! Fresh episodes released weekly, make sure to SUBSCRIBE!”
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BusinessEntrepreneurship

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