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PODCAST

The Owner Meeting

Christian Osgood

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

business entrepreneurship

All Episodes

34:18

From Prison to Profit: How This Investor Turned a...

The Owner Meeting ·

2025/03/21

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 investment opportunities 🔥 How to scale and manage real estate while working a full-time job If you’re tired

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37:35

The Biggest Mistake New Real Estate Investors Make...

The Owner Meeting ·

2025/03/14

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 partners and investors (without drama) ✅ How to avoid getting stuck in long, drawn-out renovations ✅ The

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33:00

This 22-Year-Old Owns 200+ Rentals—Here’s How He Did...

The Owner Meeting ·

2025/03/07

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 Never Do This) 0:05 – Meet Caleb Hommel: 22-Year-Old Real Estate Investor 0:23 – How Many Rentals Does

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57:05

The Real Secret to Financial Freedom: Lazy Investing...

The Owner Meeting ·

2025/03/05

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 Debt is the Best Wealth Builder – And why paying off properties isn’t always smart Hustle Culture vs

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39:03

How Cody Davis Build a Legacy Real Estate Portfolio &...

The Owner Meeting ·

2025/02/21

Building a real estate empire isn’t just about buying properties—it’s about building a lasting legacy. In this episode of The Owner Meeting, Cody Davis returns to share his journey from creative finance deals to scaling a multi-million dollar portfolio, transitioning into real estate development, and setting up for generational wealth.

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59:58

Unlocking Financial Freedom: Mike's Journey from...

The Owner Meeting ·

2025/02/14

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" and understand the key tactics Mike employed to build a stable portfolio, ensure cash flow, and network

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50:41

Money, Power & Success: Tai Lopez on What Separates...

The Owner Meeting ·

2025/02/09

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 today’s economy.Tai dives deep into the impact of government policies, the power of strategic

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39:08

Unlocking the Secrets to Business Success with Matt...

The Owner Meeting ·

2025/02/07

In this episode of The Owner Meeting, host Christian is joined by Matt Bontrager, a successful CPA and co-founder of TrueBooks, a firm specializing in tax planning, tax prep, and accounting services for real estate investors and small business owners. Christian and Matt delve into the critical components of managing your business finances, the importance of effective tax strategies, and the journey of scaling a company from scratch to millions in revenue. Matt shares his personal experiences and

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41:56

Mastering Real Estate with Josh Janus: From Door Dash...

The Owner Meeting ·

2025/02/03

Welcome to the Owner Meeting Podcast. In this episode, host Christian is joined by Josh Janus, a highly organized and successful young entrepreneur in the real estate sector. Josh shares his remarkable journey from delivering food to owning over 200 units in just a few years. His story is a testament to the power of organization, delegation, and systems.Josh's approach to real estate involves meticulous planning and delegation. By keeping a notepad to track every task and delegating effectively to

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37:13

"The Real Estate Adventure: From $0 to Millions" -...

The Owner Meeting ·

2025/01/28

Welcome to another episode of The Owner Meeting with your host Christian Osgood and guest Nathan Payne, an expert in the flipping wholesaling space. Discover Nathan's inspiring journey from starting with nothing to building a successful business that processes millions in real estate transactions. This episode delves into the active income side of real estate, sharing insights on wholesaling, deal-making, and the importance of taking massive action to achieve success.Nathan discusses his holistic

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43:46

Rule Number 1 of Syndication: Don't Die

The Owner Meeting ·

2024/12/21

Welcome to the Owner Meeting Podcast. In this gripping episode, host Christian is joined by Garrett Lynch of Nighthawk Equity to discuss the unpredictable world of real estate, focusing on multifamily investments. The episode kicks off with a thrilling tale of a closing deal nearly derailed by unexpected gang-related drama, highlighting the inherent risks involved in property transactions.As the conversation unfolds, Christian and Garrett dive deep into the complexities of syndication, offering

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47:10

: Insights from Real Estate and Entrepreneurship

The Owner Meeting ·

2024/12/18

Welcome to an engaging episode of 'The Owner Meeting', where hosts delve into the dynamic world of real estate and entrepreneurship. Learn from Caleb Hommel and his journey of managing multiple companies, discussing the crucial aspects of managing employees, business strategy, and expanding ventures beyond real estate.In this episode, the hosts share insights on building lucrative businesses, real estate strategies, and the importance of scaling operations efficiently. They elaborate on the

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01:03:27

Mastering Real Estate: From Cardone to Creating Success

The Owner Meeting ·

2024/12/14

Welcome to another episode of the Owner Meeting Podcast, where your host Christian Osgood is joined by Gabe Bowling, a rising star in the real estate world. In this episode, Gabe shares his journey from working under the renowned Grant Cardone to mastering deal structuring and syndication on his own terms.Gabe opens up about his personal background, growing up in a middle-class family and navigating the challenges of college life. He candidly discusses his early experiences in the real estate

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01:39:32

Business Multimillionare vs Real Estate Mogul - With...

The Owner Meeting ·

2024/11/30

Welcome to another insightful episode of the Owner Meeting podcast, where we delve deep into the world of financial freedom and strategic investing with the remarkable Brian Luebben. In this episode, we explore the significance of cash flow as the cornerstone of wealth building and how understanding and optimizing for it can revolutionize your financial life.Join us as Brian shares his journey from smaller beginnings to surpassing the hosts in business scale, revealing the strategies and insights

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35:07

Shayne Cannell-Cohen Cracking the Code: Amazon...

The Owner Meeting ·

2024/11/28

Join us in this exciting episode of the Owner Meeting Podcast, where host Christian is joined by Shayne Cannell-Cohen, an experienced operator in the Amazon dropshipping space. Shane shares his journey into the world of dropshipping, a venture that began during the pandemic as a means to overcome economic uncertainties and leverage Amazon's thriving platform. In this episode, we delve into Shayne's unique approach to dropshipping, highlighting how he bypasses traditional methods involving overseas

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48:16

Navigating Real Estate Success: Mastering Mindset and...

The Owner Meeting ·

2024/11/18

Welcome to another compelling episode of "The Owner Meeting," where host Christian is joined by real estate powerhouse, Lucas. With an impressive track record of over 700 transactions and $500 million in sales, Lucas shares his journey and insights into the competitive world of real estate. Discover how Lucas has built a successful midsize team in Seattle, leveraging a data-driven approach to cater to tech-savvy clients. Explore the evolving landscape of residential real estate as Lucas discusses

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39:54

From Real Estate Rookie to Multifaceted Entrepreneur:...

The Owner Meeting ·

2024/11/08

Join us for an inspiring episode as we dive into the fascinating journey of Brian Tran, a dynamic entrepreneur who has mastered the art of balancing multiple business ventures. From his humble beginnings in real estate, inspired by his immigrant family's pursuit of the American dream, Brian shares how he transitioned from being a real estate agent to a successful investor and business owner.In this episode, Brian discusses the strategic moves that helped him build a diverse portfolio, including

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50:54

Mastering the Section 8 Strategy: From Small Town...

The Owner Meeting ·

2024/10/06

In this episode of the Multifamily Strategy Podcast, host Christian welcomes real estate expert Anthony Redmond to discuss the ins and outs of building a successful portfolio using the Section 8 strategy. Anthony shares his journey from growing up in a small town to owning properties across various states, including Las Vegas, North Carolina, and Miami. Despite initial setbacks, Anthony found his niche in Section 8 housing, leveraging his skills to serve the community while making substantial

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39:23

Betting the House: Our Multifamily Real Estate Journey

The Owner Meeting ·

2024/09/28

Welcome to another episode of Multifamily Strategy! Join Christian and Dani as they dive into the challenges and triumphs of their real estate journey. In this episode, they recount the risky beginnings of their first apartment building purchase, including the nerve-wracking experience of using a HELOC on their primary residence to spot an investor. Get a behind-the-scenes look at their new studio, their move to Texas, and how they've managed to build a successful real estate portfolio from

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41:46

From Multifamily to Self-Storage: Scaling Wealth with...

The Owner Meeting ·

2024/09/28

Welcome to another episode of Multifamily Strategy! In this episode, host Christian is joined by real estate expert Chris Kirkman, who shares his journey from multifamily properties to the lucrative world of self-storage. Chris explains how he started his entrepreneurial journey with small businesses and eventually ventured into real estate. He discusses his transition from multifamily to self-storage, highlighting the unique benefits and value-add opportunities in the self-storage sector.

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