The Owner Meeting

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!”

Episodes

June 16, 2026 38 mins

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, prioritize cash flow t...

Listen
Watch
Mark as Played

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, converting park-owned homes to reside...

Listen
Watch
Mark as Played

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 includes real examples,...

Listen
Watch
Mark as Played

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: prioritize day-one cash flow, vet operato...

Listen
Watch
Mark as Played

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 offices and private investors.

Listen
Watch
Mark as Played

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.

Listen
Watch
Mark as Played

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 partnersh...

Listen
Watch
Mark as Played

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 Boo...

Listen
Watch
Mark as Played

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...

Listen
Watch
Mark as Played

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...

Listen
Watch
Mark as Played

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.

Listen
Watch
Mark as Played

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‑...

Listen
Watch
Mark as Played

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 bu...

Listen
Watch
Mark as Played

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...

Listen
Watch
Mark as Played

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 do...

Listen
Watch
Mark as Played

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.

Listen
Watch
Mark as Played

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 ...

Listen
Watch
Mark as Played

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,...

Listen
Watch
Mark as Played

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 ...

Listen
Watch
Mark as Played

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 diffe...

Listen
Watch
Mark as Played

Popular Podcasts

    If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.

    Dateline NBC

    Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com

    Betrayal Weekly

    Betrayal Weekly is back for a new season. Every Thursday, Betrayal Weekly shares first-hand accounts of broken trust, shocking deceptions, and the trail of destruction they leave behind. Hosted by Andrea Gunning, this weekly ongoing series digs into real-life stories of betrayal and the aftermath. From stories of double lives to dark discoveries, these are cautionary tales and accounts of resilience against all odds. From the producers of the critically acclaimed Betrayal series, Betrayal Weekly drops new episodes every Thursday. If you would like to share your story, you can reach out to the Betrayal Team by emailing them at betrayalpod@gmail.com and follow us on Instagram at @betrayalpod and @glasspodcasts. Please join our Substack for additional exclusive content, curated book recommendations, and community discussions. Sign up FREE by clicking this link Beyond Betrayal Substack. Join our community dedicated to truth, resilience, and healing. Your voice matters! Be a part of our Betrayal journey on Substack.

    The Joe Rogan Experience

    The official podcast of comedian Joe Rogan.

    Emergency Intercom

    Emergency Intercom is a comedy podcast by Enya Umanzor and Drew Phillips. There is no emergency, but there is an intense need for attention, so maybe listen up… You don’t want to know what happens if you don’t. (we will be violent)

Advertise With Us
Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2026 iHeartMedia, Inc.

  • Help
  • Privacy Policy
  • Terms of Use
  • AdChoicesAd Choices