The Owner Meeting

This episode breaks down Brandon Turner’s syndication failure in Katy, Texas — a deal that lost roughly $15 million after being bought at a sub-4% cap and burdened with short-term debt. Hosts analyze where the underwriting failed, how strong operations couldn’t save an overpaid asset, and why access to large audiences can enable risky deals. Key takeaways: underwrite like a GP even as an LP, prior...

Host Christian interviews Leo Young, founder of Cornell Communities, about investing in mobile home parks and RV parks as a cash-flow-focused, recession-resistant niche of multifamily. They discuss why these assets work for entry-level housing, the operational differences from traditional multifamily, and the benefits of tenant-owned homes. The episode covers deal sourcing and financing trends, co...

Host Christian sits down with Russell, who shares his personal story of overcoming dyslexia and the research-backed system he developed to teach reading and writing. They discuss practical strategies—focus on a person’s specialty, move from specific to general, and use word analysis plus articulation—to help dyslexic and ADHD learners succeed, plus how AI can scale the approach. The episode includ...

Host Christian Osgood interviews Ian Noble about his journey from running a family dry-cleaning business to building a diverse buy-and-hold real estate portfolio. They discuss active vs. passive investing, asset classes Ian favors (single-family, triple-net retail, mobile home parks, RV and self-storage), and how treating real estate like a business drives consistent returns. Key takeaways: priori...

Christian Osgood interviews Jesse Sells about his transition from military intelligence to commercial real estate and impact investing, covering mobile home parks, multifamily turnarounds, and a move into data centers. The episode shares practical examples (moving a bus stop, reinstating community events), lessons on team-building and scaling, and concrete advice on raising capital from family off...

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.

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...

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...

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 an...

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 advic...

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 le...

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 mentor...

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 c...

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 communicat...

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 pro...

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, leveragin...

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 a...

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 disci...

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 bu...

Christian sits down with Ethan and Eddie to trace their journey from flipping couches and running an airport cleaning business during COVID to breaking into multifamily investing. They share mentorship lessons, partnership dynamics, and the grind that powered their growth. The episode breaks down their signature deal: acquiring an 11-unit with seller financing and bank debt, completing $290k+ in r...

In this rapid-fire episode, Michael answers 10 questions in 60 seconds each, covering rent control, interest rate forecasts, branding, fitness, and personal life. Takeaways: The people that buy have to do the work. Real estate can lead to wealth for everyone. Understanding market dynamics is crucial for success. Success in real estate requires a strategic approach. Overcoming challenges is part of...

In this episode of the Owner Meeting Podcast, host Christian Osgood interviews real estate legend Rod Khleif, who shares his inspiring journey from a Dutch immigrant to a successful real estate investor. Rod discusses the importance of mindset, goal setting, and overcoming limiting beliefs in achieving success. He emphasizes the significance of building a strong team and taking massive action to d...

Grace, co-founder of Wire (Women Invest in Real Estate), shares her journey from DIY real estate investor to building a lean, intentional business and community that hit $1M in revenue. She explains why she scaled slowly, how strategic partnerships and systems helped preserve time freedom, and why clear SOPs and time-blocking are essential. Grace also discusses pivoting away from flipping to focus...

Host Christian sits down with investors Dion McNeeley and Matt Hawkins to explore their contrasting paths to financial freedom — from house hacking and owning a few high-cash-flow rentals to scaling 150+ units with strong systems. They share practical advice on underwriting, tenant screening, rehabs, and how to run low-maintenance portfolios. The episode also discusses market strategy (red vs. blu...