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The Owner Meeting

Christian Osgood
The Owner Meeting
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  • From Golf Lessons to High-Stakes Deals: Erich Bubbel's Seattle Multifamily Playbook
    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 [email protected] 
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  • From Cardone to Cashflow: Gabe Bowling’s Tactical Deal-Structuring Playbook
    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.   He is one of the Country's Fastest growing Syndicators and his group (the Deal Room) is one of the most active real estate communities on the internet. 
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  • How Shane Turned ADUs into $300K+ Plays: Free Land & Condo Tricks
    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 lessons on tenant screening, team building, cashflow vs. scaling decisions, and practical advice for investors who want to implement ADUs in their markets.
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  • From House Hacking to Major Investments: Matthew Wang's Rapid Real Estate Journey
    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 led him to a profound shift towards multifamily investments. With experiences ranging from managing roommates, tackling tenant challenges in shared living spaces, to efficiently supervising properties across various states, Matt unfolds his fast-paced real estate adventure. Listeners will learn from his strategic moves, including the decision to invest remotely, the significance of secondary markets like Olympia, Washington, and how joining the Multifamily Strategy mentorship helped catapult his investment career. He also details his partnership ventures, including a significant deal in Texas, offering a clear view of how to scale effectively while managing potential hurdles. This episode is a must-listen for anyone considering a leap into real estate investing, showcasing how passion, strategy, and guidance can lead to impressive growth and opportunities in real estate portfolios.
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  • From Hockey to Home Services: Adam's Journey to Entrepreneurial Success
    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, discusses how he transitioned from sports to entrepreneurship. He reveals the secrets behind his company's success, including the importance of simple, scalable businesses like window cleaning, gutter cleaning, and Christmas lights installation. Throughout the conversation, Adam emphasizes the value of building a reliable team and the power of strategic marketing. He also shares valuable lessons from his experiences, including the costly mistake of giving away company equity and the art of scaling a service business to new heights. In addition, explore Adam's passion for teaching others through Home Service U, where he guides aspiring entrepreneurs to replicate his success. This episode is packed with actionable insights and inspiration for anyone looking to break into the home services industry. Tune in for a blend of motivational stories and practical advice that can help you transform a simple business idea into a profitable venture.
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About 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 400 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!”
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