The Owner Meeting

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.
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We respond to a 3AM call about a supposed building explosion that turned out to be a garage outlet fire, assess $15K–$20K in damage, and explain why multifamily investing is far from "passive" during the build phase.The episode covers buying a 76-unit property, using LIHTC and Section 8 as competitive advantages, lessons on hiring and firing, and advice for young entrepreneurs to take risks, learn fast, and build an A-team.

Host Christian talks with Dylan Osmon about his rapid rise from a $33,000 triplex purchase in 2020 to over 200 rental units, covering scaling strategies, deal structure, partnerships, and debt management.
They discuss real-world lessons on hiring and firing, risk management, the trade-offs between cash flow and long-term appreciation, and practical advice for investors ready to solve bigger problems and grow their portfolios.

Charlie Farnsworth shares his journey from college demolition work and house flips to leading a family-backed lending platform, highlighting how he finds opportunities in market gaps and protects capital.The episode covers practical lessons on raising capital, choosing the right projects, avoiding hubris, and structuring loans for preservation of wealth rather than speculative growth.Listeners get concrete advice for new and experienced investors: build relationships, understand your competitive advantages, focus on downside protection, and move with measured growth.

Welcome back to the Owner Meeting Podcast with Christian Osgood and guest Todd Robinson, a top real estate and syndication lawyer. Todd shares his journey from social work to founding his own law firm, building a $75M AUM portfolio with 400+ units, and balancing entrepreneurship with ethical investing.Todd discusses practical strategies—keeping affordable housing dignified, running assisted living communities, using clear PPM disclosures, maintaining reserves for post-acquisition dips, and never misrepresenting deals to investors. He offers hard-earned advice on transparency, risk management, and scaling a real estate business while doing good in communities.

TAi Lopez and guest discuss politics, freedom of speech, government overreach, incentives, and how money motivates people. They explore solutions like high pay for leaders, performance-based rewards, parenting and workplace incentives, and the benefits of farmland and natural living.
The episode mixes practical business lessons, personal stories about farms and health, and philosophical takes on human nature and policy—arguing that well-designed incentives create better outcomes.

Christian interviews Jaclyn and Jason McClure of Vetted Homes about their midterm rental strategy that sits between short-term and long-term rentals and often earns multiple times market rent through insurance placements.
They share their origin story, a $7,000/month insurance placement that transformed their business, practical tips on markets, arbitrage versus buying, ALE coverage, insurance protections, common pitfalls they learned from, and how to get started with VettedHomes.com.

In this episode Christian Osgood interviews Caleb Hommel, who started in multifamily investing as a teen and scaled to nearly 200 rental units by age 22. Caleb shares how he funded his first deals with no capital, navigated joint ventures, syndications, assignment vs acquisition fees, and built a property management and marketing business.
They discuss Caleb’s recent $5M Fannie Mae loan on a 76‑unit deal, the strategy to buy and convert LIHTC properties, and his current capital raise for a 225‑unit package in Abilene. Tune in for practical insights on scaling, raising equity, and structuring deals.
In this episode of the Owner Meeting Podcast, host Christian Osgood interviews Caleb Hommel, a young real estate investor who has achieved remarkable success in a short time. Caleb shares his journey from starting with no money and credit to acquiring nearly 200 rental units by the age of 22. He discusses the challenges he faced, including securing financing, building liquidity, and managing joint ventures. The conversation also delves into Caleb's recent acquisition of a $5 million loan from Fannie Mae and his plans for future projects, including the Anson Park development. Throughout the episode, Caleb emphasizes the importance of networking, confidence, and the potential for doing good while making a profit in real estate.
Takeaways
Caleb started his real estate journey at 18 with no money.He used a credit card to fund his first deal's earnest money.Building liquidity is crucial for real estate success.Caleb secured a $5 million loan from Fannie Mae at 22.He is expanding his portfolio with the Anson Park project.Networking and talking about your work can lead to opportunities.Bigger properties can be easier to manage than smaller ones.Caleb emphasizes the importance of confidence in scaling.He plans to take low-income housing to market rate.Doing good and making money in real estate is possible.
 

On this episode Christian interviews Josh Janus, a 24-year-old real estate operator who scaled to 200+ units by obsessively documenting tasks, delegating to VAs, and building repeatable SOPs. Josh shares concrete systems—email filters, text rules, task buckets, contractor selection criteria—and how decision speed and relationships drove deal flow.They discuss value-add small-multifamily strategies (BRRRR), contractor management, costly early mistakes, and goal-setting tactics to keep improving pace and scale. Practical, high-level advice for operators who want to optimize time, build teams, and grow aggressively.

Host Christian sits down with Seattle broker and investor Erich Bubbel to trace his journey from golf instructor to a top-producing commercial broker and multifamily investor.
They discuss making cold calls, owner-occupying and house-hacking, creative and seller financing, underwriting for realistic cash flow, when to self-manage vs hire professionals, and how investors can build relationships with elite brokers. Erich
also shares wild transaction stories and practical advice for buyers ready to transact in Washington.
Contact Erich at erich@investmentsalesgrp.com