The Owner Meeting

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.

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.

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.

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.

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.

Christian and Caleb discuss a record $3.45M capital raise for a $140M acquisition, sharing practical advice for first-time syndicators on sourcing investors, structuring deals, and presenting with confidence.

They cover ideal first-deal sizes, real-life fundraising stories, what investors need to see (location, capital protection, and growth plan), and simple tactics to build trust and convert prospects into partners.

Mike recounts his shift from expensive West Coast markets to cash‑flowing Midwest rentals, starting with low‑cost turnkey homes in Gary, Indiana. He explains why he chose those markets despite poor traditional metrics and how small investments reduced his risk.

He outlines practical tactics: using YouTube and social media to dominate a niche, working with wholesalers and local investors, leveraging seller financing, and building a reliable out‑of‑state team (property managers, contractors). Mike emphasizes adaptability, hands‑on oversight, and the active work required to stabilize and optimize rental properties.

Brent Bowers of LandShark and host Christian discuss Brent’s path into land investing, starting locally in Colorado and scaling across the Southeast. The episode covers practical strategies—wholesaling, seller-finance arbitrage, mobile home placement, and cash deals—along with deal sourcing, due diligence, and pacing to one solid deal per month.

They also talk software and AI tools for marketing and note tracking, how to manage partners and taxes, and the importance of taking action and learning from mentors to build a sustainable land business.

Joel walks through his 2008 collapse and comeback, sharing how he rebuilt by focusing on active real estate: flipping, new construction, small multifamily and founding Burr Loans. He covers real-world lessons on vetting partners, controlling leverage, and building repeatable systems.

Listeners will get concise takeaways on sustainable LTV targets, scaling with local teams, personal financial discipline, and practical steps to move from one-off deals to a scalable investing business. For follow up, Joel directs listeners to Burr (burr.com) and @burr_loans.

Joe Killinger walks through how he built and scaled Commercial Brokers International, his approach to training and building A-player teams, and the strategies he uses for investing and managing properties across Los Angeles and Texas.

In this episode of the Owner Meeting Podcast, host Christian Osgood interviews Joe Killinger, a successful real estate entrepreneur. They discuss Joe's journey in building a large brokerage, the differences in managing properties in California versus Texas, and the importance of working with elite brokers. Joe shares insights on building a high-performing team, the significance of marketing and personal branding, and the discipline required in entrepreneurship. They also touch on learning from mistakes in real estate investments, maximizing revenue from properties, and the role of content creation in attracting clients.

Joe emphasizes the importance of giving back to the real estate community and shares valuable lessons learned throughout his career. Joe Killinger has built multiple successful companies in real estate. Understanding local regulations is crucial for property management. Texas offers easier management compared to California. Elite brokers value prepared and serious clients. Training and mentorship are key to building a strong brokerage team. Marketing should focus on providing value to potential clients. Discipline and motivation are essential for entrepreneurial success. Learning from past mistakes can lead to better investment decisions. Maximizing property revenue requires creative thinking. Content creation is vital for establishing a personal brand in real estate.

Learn More from Joe Killinger: https://www.joekillinger.co/