Christian Osgood

The Owner Meeting

Business EN ↓ 90 episodes

Multifamily Strategy focuses on the use of creativity to find, negotiate, and fund real estate rdeals. So many people have had success in real estate regardless of their starting point, this podcast interviews successful real estate investors. The shows host Christian Osgood, started from $0, scaled to a 200+ unit portfolio, using seller finance, private capital, equity partners, and a multitude of other creative and conventional finance structures. Follow here an on youtube at Multifamily Strategy.

Author

Christian Osgood

Category

Business

Latest episode

Jun 16, 2026

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Episodes

"Our Building Exploded" — The Truth About Passive Income 19.10.2025

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, lear...

From $0 Triplex to 215 Units: With Dylan Osmon 17.10.2025

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 proble...

From Demo to Deals: Charlie Farnsworth’s Real Estate Reinvention 10.10.2025

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 g...

How This Real Estate Lawyer Built a Multifamily Empire — Todd Robinson 03.10.2025

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 livin...

The TAI LOPEZ Episode... 01.10.2025

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 h...

How Jaclyn and Jason McClure Cracked the Midterm Rental Code — $7,000/mo MidTerm Rental Insurance Plays 26.09.2025

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 pro...

Is this 22 Year Old the Next Sam Zell? — Caleb Hommel on his first 200 rental units 19.09.2025

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‑un...

How a 24-Year-Old Built 200+ Units by Systematizing Everything 15.09.2025

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 strategie...

From Golf Lessons to High-Stakes Deals: Erich Bubbel's Seattle Multifamily Playbook 12.09.2025

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 wit...

From Cardone to Cashflow: Gabe Bowling’s Tactical Deal-Structuring Playbook 08.09.2025

Host Christian Osgood sits down with Gabe Bowling to unpack practical deal-structuring tactics, syndication realities, and creative financing strategies that generate real cash flow. Gabe shares his journey from working with Grant Cardone to building a hands-on portfolio and a deal-room community, emphasizing skill stacking, listening, starting small, and aligning incentives for long-term success....

How Shane Turned ADUs into $300K+ Plays: Free Land & Condo Tricks 02.09.2025

In this episode Shane Sanders explains a niche West Coast strategy: buy single‑family homes or duplexes on large corner or alley lots, build two detached ADUs, then use condo conversions (or state code workarounds) to sell or finance units separately. He breaks down costs, loan mechanics, and how his construction background lets him cut build costs and create large margins. Shane also shares lesso...

From House Hacking to Major Investments: Matthew Wang's Rapid Real Estate Journey 28.07.2025

In this engaging episode of the Owner Meeting Podcast, the host welcomes Matthew Wang, a successful programmer and real estate investor, as they dive into Matt's transformative journey from starting with single-family homes to scaling up to multifamily properties. Recorded in person in Texas, Matt shares fascinating insights about his early days of house hacking in Berrien, Washington, and how it...

From Hockey to Home Services: Adam's Journey to Entrepreneurial Success 15.07.2025

Welcome to another engaging episode of the Owner Meeting Podcast. In this episode, host Christian welcomes Adam Chapman, an entrepreneurial expert in the home services sector. Join us as Adam shares his inspiring journey from playing professional hockey to leading a successful business in home services. Adam, the founder of Pad Pal, a thriving company that offers a wide range of home services, dis...

Navigating the Real Estate Storm: Insider Tactics for Success 11.07.2025

Welcome back to Multifamily Strategy and the Owner Meeting Podcast with Christian and special guest Sam Prim. In this episode, they explore the dynamic changes in the real estate market over the past year, emphasizing the resilience needed to navigate the slowdowns in multifamily investments and the burst of the flipping and wholesaling business. Sam shares insights into his diversified portfolio,...

Unveiling Real Estate Success with Jacob Davenport 08.07.2025

Welcome to the Owner Meeting Podcast, hosted by Chris, where he is joined by Jacob Davenport, an energetic and insightful real estate investor. In this episode, they delve into topics such as the significance of problem-solving in real estate, the importance of community, and the mindset needed to succeed in business. Jacob shares his journey from facing personal challenges, including a period of...

The Multifamily Crash is Finally Here: Insights from Michael Zuber 04.07.2025

Join us in this exciting episode as we chat with Michael Zuber, a renowned expert in real estate investment and economic insights. Michael shares his journey from a traditional career path to building substantial multi-generational wealth through real estate. We delve into his straightforward and repeatable investment strategies that anyone can follow to achieve significant financial success. Disc...

From Single Family to Multifamily: Chris Jordan's Journey 22.06.2025

Join us this week on the Owner Meeting Podcast as Chris sits down with real estate enthusiast Chris Jordan. Together, they delve into Chris Jordan's transition from acquiring single-family homes in Oklahoma City to recently closing a multifamily deal. Discover how he found the opportunity, overcame financial roadblocks, and structured his partnership. With anecdotes about market dynamics and landl...

From Rugby to Real Estate: Phil Toth's (The Deslumifier's) Incredible Journey from Olympian to Investor 13.06.2025

Welcome to the Owner Meeting Podcast, hosted by Christian and his good buddy, Phil Toth. Phil's journey from professional rugby player to Olympic sailor, and now a successful real estate investor, showcases his versatile talents and determination. This episode delves into Phil's incredible story, including his recent venture into real estate with the purchase and transformation of a 10-plex proper...

From Prison to Profit: How This Investor Turned a Jail into Luxury Rentals! 21.03.2025

Most people are looking for safe, easy real estate deals. Matt Hawkins does the opposite. This high-level investor saw an abandoned prison and turned it into luxury rentals, a kids' playground, and housing for disabled veterans. In this episode, Matt shares: 🔥 How he built a massive portfolio with ZERO partners 🔥 Why he has 30-year fixed loans at 4% interest 🔥 The best way to find unique invest...

The Biggest Mistake New Real Estate Investors Make (And How to Fix It!) 14.03.2025

Want to build a profitable real estate business without getting stuck in never-ending projects? In this episode, Christian and his wife Danny break down the biggest mistake new investors make—and how to scale faster and smarter. We cover: ✅ Why underfunding renovations kills your cash flow (and how to fix it) ✅ The correct way to scope and budget before closing a deal ✅ The key to managing part...

This 22-Year-Old Owns 200+ Rentals—Here’s How He Did It (And Why You Haven’t) 07.03.2025

Most people think you need money, experience, or connections to invest in real estate. Caleb Hommel proves that’s completely wrong. At 22 years old, Caleb already owns 113 rental units—and he’s under contract for another 76 units. His goal? $30 million in real estate this year. How did he do it? In this episode, we break it all down. 🔹 Timestamps: 0:00 – The Secret to Finding Deals (Most People N...

The Real Secret to Financial Freedom: Lazy Investing vs. Hustle Culture with Dion Mcneely 05.03.2025

In this episode, I’m sitting down with Dion McNeely, the man who built financial freedom with only 18 rentals—proving that working smarter beats working harder. 💰🏡 We’re diving into: The "Lazy" Way to Real Estate Investing – How Dion retired with just 18 rental units Cash Flow vs. Portfolio Size – What’s the best approach? The Binder Strategy – How Dion gets tenants to raise their own rent Why D...

How Cody Davis Build a Legacy Real Estate Portfolio & Scale to 75+ Units! 28.02.2025

In this episode, I’m sitting down with Dion McNeely, the man who built financial freedom with only 18 rentals—proving that working smarter beats working harder. 💰🏡 We’re diving into: The "Lazy" Way to Real Estate Investing – How Dion retired with just 18 rental units Cash Flow vs. Portfolio Size – What’s the best approach? The Binder Strategy – How Dion gets tenants to raise their own rent Why D...

Unlocking Financial Freedom: Mike's Journey from Broke to 72 Rentals 14.02.2025

Welcome to The Owner Meeting, where your host Christian delves into the inspiring journey of Mike Curadossi, a real estate investor with 72 rental properties who achieved financial freedom and retired his wife early. In this episode, Mike shares his path from a landscape design business to becoming a successful landlord living in Florida with his family. Discover the secrets of the "Brrr Method" a...

Money, Power & Success: Tai Lopez on What Separates the Elite 09.02.2025

Welcome to the Owner Meeting Podcast. In this episode, host Christian sits down with Tai Lopez, an entrepreneur, investor, and thought leader known for his insights on business, wealth, and personal development. Tai shares his unfiltered perspectives on the importance of surrounding yourself with the right people, the role of incentives in success, and why financial intelligence is crucial in toda...

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