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!”
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!”
Episodes

Thursday Apr 23, 2026
How Cody Built a 20-Deal Portfolio with Seller Financing
Thursday Apr 23, 2026
Thursday Apr 23, 2026
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.

Wednesday Apr 22, 2026
How the Rich Save Taxes: Trusts, Asset Protection & Real Estate Secrets
Wednesday Apr 22, 2026
Wednesday Apr 22, 2026
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.

Sunday Apr 05, 2026
How We Turned Vacant Land into a 700-Deal Business: Owner Financing & Scale
Sunday Apr 05, 2026
Sunday Apr 05, 2026
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

Tuesday Mar 31, 2026
Tuesday Mar 31, 2026
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 missionHow Rent Ready addresses the needs of small and DIY landlordsLessons learned from building a scalable property management platformThe importance of starting with customer feedback and iterative developmentStrategies for maintaining quality and customer service at scale
Check out https://rentredi.com/ to learn more about rentredi

Monday Mar 23, 2026
Monday Mar 23, 2026
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/

Thursday Mar 12, 2026
Advanced AI in Real Estate: Caleb Hommel’s Game-Changing Tools for Investors
Thursday Mar 12, 2026
Thursday Mar 12, 2026
Christian and Caleb dive deep into advanced AI uses in real estate — from automating lead re-engagement and underwriting to building custom AI assistants for mentorship and property operations.They discuss practical projects, tools (Claude, Anthropic), cost considerations, and how AI amplifies relationships and productivity without replacing human judgment.

Monday Feb 23, 2026
From San Diego to Lexington: How Garrison Scaled to 26 Units
Monday Feb 23, 2026
Monday Feb 23, 2026
Garrison joins the Owner Meeting Podcast to share his out-of-state investing journey from San Diego into Lexington, Kentucky. He walks through scaling from duplexes to a 9‑unit and a 26‑unit in contract, plus buying a starter rental for his 10‑month‑old daughter.The episode covers practical tactics — networking, blended debt (seller financing + bank), using local credit unions, and the lessons learned (don’t flip long‑distance). It’s a concise playbook for moving from small rentals into multifamily ownership.

Friday Feb 13, 2026
23 at 413 Units: How Caleb Scaled Multifamily Fast
Friday Feb 13, 2026
Friday Feb 13, 2026
Christian sits down with 23-year-old Caleb Hommel to discuss his rapid rise in multifamily real estate—now owning over 400 units and closing another 81-unit 55+ community. They cover deal highlights, why senior housing can be stable and profitable, and how operational efficiency drives success.
The episode also explores scaling a property management company, hiring and culture, the value of mentorship, faith and purpose in business, and the importance of quick execution from idea to action.

Friday Jan 30, 2026
Retired at 52: How Small Multifamily Built Dion’s Freedom
Friday Jan 30, 2026
Friday Jan 30, 2026
In this episode Dion shares his decade-long journey from public service to financial freedom through a focused small-multifamily strategy—8 properties (18 units), house-hacking, a tight buy box, and systems that let him manage properties in hours per month while traveling in Thailand.They discuss practical tactics (binder strategy, tenant screening, property selection), policy impacts like rent control and insurance, and the trade-offs between optimizing for time versus scale. Key takeaway: pick the buy box that matches your life goals.

Friday Jan 16, 2026
From T-Shirts to Multi-Million Deals: The Accidental Real Estate Journey
Friday Jan 16, 2026
Friday Jan 16, 2026
In this episode Christian interviews George, who accidentally fell into real estate and shares his journey from high-volume auctions to building a diversified portfolio. They discuss cash flow versus appreciation, creative value-add strategies (like adding carports), community-focused property management, and the importance of not over-leveraging.George also explains how clear investor communication and patience helped weather downturns, offers practical examples of repositioning assets, and shares lessons from costly early mistakes to help listeners build lasting equity in real estate.








