The Owner Meeting

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/