The Owner Meeting

How We Raised $3.45M: Behind the Biggest Capital Raise Yet

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.

How I Built Cash Flow in Gary, Indiana — $60K Deals to a 28‑Unit Portfolio

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.

How I Built a Land Empire: Wholesaling, Seller Finance & Mobile Homes

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.

From 2008 Burned to Burr Loans: Rebuilding a Real Estate Empire

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.

Scaling a Brokerage: Joe Killinger’s Playbook for Elite Teams

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/

From Couch Flips to 55 Units: The Relentless Hustle Behind a Multifamily Win

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 renovations to reach a $1.7M appraisal, cashing out ~$590k, and using that to help buy and reposition a 44-unit—taking their portfolio to 55 units while vertically integrating construction and property management.Key takeaways include cold-calling persistence, the importance of active income alongside appreciation-driven real estate, smart deal structuring, and learning from mistakes to scale responsibly.

10 Questions With a Millionaire: Hard Truths on Rent, Rates, and Riches with Michael Zubder

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 the investment journey.Mindset plays a key role in investing.Wealth building takes time and effort.Don't fight the process; embrace it.Doing the work is essential for achieving goals.Real estate investment is accessible to all who are willing to learn.
 
This conversation delves into the world of real estate investment, exploring the essential strategies, mindset, and market dynamics that contribute to success. The speaker emphasizes the importance of doing the work, understanding the market, and maintaining a positive mindset to overcome challenges and achieve financial freedom through real estate.
 
He delivers blunt takes on policy and real estate, shares lessons from past mistakes, and explains the discipline and skills behind long-term investing success.

How Rod Khleif Rebounded From a $50M Crash — Mindset & Strategy Revealed

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 differentiate successful individuals from those who struggle. Rod also reflects on the lessons learned from his financial setbacks and the importance of giving back to the community. The conversation highlights the tactical aspects of real estate investing, particularly the advantages of multifamily properties over single-family homes. Rod Khliefs Links: https://rodslinks.com/ Takeaways Mindset is crucial for success and recovery. Setting clear goals is essential for achievement. Happiness comes from progress and growth, not just material success. You can't be fearful and grateful at the same time. Success is inevitable if you have a burning desire. Don't fear failure; fear regret instead. Your peer group significantly influences your success. Taking massive action is the key differentiator for success. Giving back to the community enhances fulfillment. Multifamily investing is more scalable and manageable than single-family homes. Download our FREE Course on how to get started in multifamily investing! ➡️ https://www.multifamilystrategy.com/get-free-training Follow on Instagram: https://www.instagram.com/christianosgood/?hl=en Join our Free Community (and get a free calculator): https://www.skool.com/multifamilystrategy/about?ref=370951ad19e54a24862f51627e864f66 Chapters: 00:00 Rod Khleif's Journey: From Immigrant to Real Estate Mogul 04:11 The Mindset of Success: Overcoming Loss and Failure 09:52 Goal Setting: The Key to Achieving Your Dreams 16:14 Identifying and Overcoming Limiting Beliefs 20:21 Building a Winning Team: The Importance of Peer Groups 27:25 Overcoming Adversity and the Path to Success 28:43 The Power of Meditation and Mindfulness 30:46 The Role of Gratitude in Achieving Happiness 33:29 The Importance of Giving Back 39:50 Lessons from Losing $50 Million 48:14 Scaling in Real Estate: Multifamily vs. Single Family Explore the less known strategies of real estate investment and pave your way to financial freedom with Multifamily Strategy featuring Christian Osgood. Join Christian and a network of real estate professionals 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!" Learn how to buy rental properties, purchase real estate low and no money down, and create your own multifamily strategy! #multifamily #sellerfinancing #creativefinance #realestate #Rodkhlief

From Flips to Freedom: How Grace Scaled Slow and Built Wiire to $1M

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 focused builds, the importance of knowing when to say no, and the costly lessons she learned — including a $73K grant loss that taught her to systematize and prioritize. Practical tips include weekly bookkeeping, standardized bill pay, color-coded workflows, and creating exit plans for partnerships.
Graces Book: https://amzn.to/4oNMi2a
Graces WIIRE GROUP: https://www.womeninvestinrealestate.com/
 

From House Hacks to Early Retirement: Small Portfolios, Big Freedom Dion Mcneeley and Matt Hawkins

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. blue areas), diversification across tenant types, costly mistakes to avoid, and how AI is improving deal analysis and operations — all focused on building resilient, time‑efficient real estate businesses.
 
In this episode of the Owner Meeting Podcast, host Christian engages with real estate investors Dion McNeeley and Matt Hawkins, exploring their diverse strategies and experiences in the real estate market. Should They be Allowed to Own this many Apartments? The conversation delves into their journeys towards financial freedom, the realities of managing different portfolio sizes, and the sacrifices made in the early years of investing. They also discuss the dynamics of investing in red versus blue states, emphasizing the importance of understanding market conditions and tenant rights. The episode highlights the balance between achieving passive income and the work required to reach that point, offering insights for both new and seasoned investors. In this conversation, the speakers discuss the implications of rent control on landlords, share painful investing experiences, and reflect on financial mistakes made in their careers. They also explore market predictions and strategies for navigating the current economic landscape, emphasizing the importance of understanding tenant relationships and adapting to market changes. In this conversation, the speakers delve into various aspects of real estate, emphasizing the importance of financial literacy, the role of reading, and the need for knowledgeable agents. They discuss the challenges faced in property management, the significance of diversification in tenant types, and the future of Section 8 housing. The impact of AI on real estate practices is also highlighted, showcasing how technology can enhance efficiency and decision-making. Overall, the discussion provides valuable insights for both investors and agents in navigating the real estate landscape.
 
Takeaways: - Investing in real estate can lead to unexpected financial freedom. - House hacking can be a viable strategy for new investors. - Understanding market dynamics is crucial for successful investing. - Sacrifices in the early years can lead to long-term benefits. - Passive income from rentals requires upfront work and dedication. - Managing a large portfolio requires effective systems and processes. - Investing in red states can offer landlord-friendly conditions. - Networking and learning from others can enhance investment strategies. - The journey to financial freedom is unique for each investor. - It's important to help others in their investment journeys. Rent control can lead to significant rent increases for landlords.
Join our Free Community (and get a free calculator): https://www.skool.com/multifamilystrategy/about?ref=370951ad19e54a24862f51627e864f66