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From Broke to 4 Businesses in 2 Years: Seller Financing, Heavy Value Adds & other Strategies w/ Christian Osgood

Apartment Investor's Club Podcast

Release Date: 01/10/2024

The Evolving World of Real Estate Crowdfunding w/ Jilliene Helman show art The Evolving World of Real Estate Crowdfunding w/ Jilliene Helman

Apartment Investor's Club Podcast

In this episode of the Apartment Investors Podcast, host Jonathan Twombley interviews Jilliene Helman, the CEO and founder of a pioneering online platform for real estate investing. The conversation covers the origins and evolution of Realty Mogul as one of the first equity crowdfunding platforms in real estate, fueled by the 2012 JOBS Act which revolutionized online investing. Helman discusses the challenges and strategies of starting and scaling the platform, the impacts of COVID-19 on real estate investment trends, and the future of investing in a dynamically changing market. With...

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📌 Check out Aleksey’s Substack In this episode of the Apartment Investors Podcast, host Jonathan Twombley interviews Aleksey, an advisor dedicated to assisting Limited Partners (LPs) in the real estate investment realm. Aleksey shares insights on the importance of due diligence for LPs before entering deals, highlighting the significance of understanding execution capabilities, alignment of interests, and the specifics of the property being invested in. He introduces a 'three pillar framework' for evaluating investments and discusses common pitfalls and misunderstandings LPs might have...

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📌This week’s podcast episode features Anthony Walker, co-owner and Chief Investment Officer of Initially selling popcorn door-to-door as a kid, Anthony evolved into a successful multifamily investor overseeing a portfolio worth approximately $170 million. He shares his journey and valuable insights into investing in multifamily properties. He highlights the importance of person-to-person interactions, the power of branding, and the idols who influenced his business philosophy. Anthony goes on to discuss how they utilise social media and email marketing to reach interested investors, as...

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📌In this episode of the Apartment Investors Podcast, host Jonathan Twombley speaks with Levi Allen, a former potato farmer who transitioned into managing a real estate portfolio worth over a hundred million dollars in assets under management (AUM). Levi shares his journey from investing in smaller deals on his own to syndicating larger multi-million dollar deals. He discusses the importance of developing relationships with brokers, underwriting prudently, and having confidence in your abilities. Levi also emphasises that beginning investors should start investing in properties with their...

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📌Check out “Thesis Driven” via In this episode of the Apartment Investors Podcast, Brad Hargraves shares his insights into the ever-evolving landscape of real estate investing. Brad, a successful serial entrepreneur, is the founder of , , and the online real estate magazine, . He shares about the importance of walkability in modern real estate trends, the potential and challenges of office to residential conversions, and the fascinating concept of new cities. Brad also addresses innovations within real estate and how to understand and capitalise on emerging trends. 🖋️ Some key...

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📌 In this episode of the Apartment Investors Podcast, guest Dr. Jeff Anzalone shares his journey from being shackled with student loan debt just out of residency, to becoming ardent about investment in real estate and eventually becoming a successful deal sponsor. He tells of the transformative effect of books such as Robert Kiyosaki's 'Rich Dad, Poor Dad' had on his mindset, leading him to focus on creating multiple income streams. Dr. Anzalone also discusses the organic growth of his digital platform, and its instrumental role in scaling his apartment building investments, and...

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📌Check out Matt’s book In this episode of the Apartment Investors Podcast, Jonathan Twombley sits down with a former Tony Award winner turned real estate investor and mentor. Discussing his journey from a theatrical career to real estate investing and passive income, Matt shares how he transitioned into the industry, starting small and gradually moving onto syndications. Matt highlights the importance of laying a foundation, being transparent with investors, and leveraging partnerships for success. He also notes his involvement in award-winning Broadway productions such as Moulin Rouge...

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📌Check out the Millennial’s Choice show on In this episode of the Apartment Investors Podcast, host Jonathan Twombley chats with Matthew Ablakan, a Canadian real estate professional and entrepreneur with substantial experience in apartment investing. Matthew offers insights into Ontario's unique pre-construction real estate market, which offers immense possibilities for longer-term investors and is protected by substantial governmental regulations. The guest also talks about his new venture into condo development and how his diversified company not only assists clients with real estate...

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📌In this episode of the Apartment Investors Podcast, host Jonathan Twombly interviews Mark Khuri, a multifamily investor fund manager with years of experience in the real estate business. Mark discusses his business model, highlighting his focus on providing passive investors with opportunities built on relationships and diversification across different asset classes. Mark also delves into his company's strategy of not operating their own assets but partnering with other operators. He further discusses a tax exemption strategy involving a public-private partnership with municipalities,...

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📌 In this episode, Jonathan Twombley of Apartment Investors Podcast interviews a licensed broker dealer representative, about the vital role they play in real estate syndications. Taylor explains how broker dealers connect operators and investors, helping raise equity for property transactions while ensuring compliance with security regulations. Taylor highlights the diligence in practice, the requirements for becoming a licensed broker dealer rep, and the potential challenges in the current real estate investment market. He also shares insights about his personal journey into real...

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More Episodes

📌Christian Osgood, an accomplished real estate entrepreneur, provides a unique perspective on achieving financial freedom through real estate. His experience of transitioning from a full-time W-2 job to establishing four successful companies in just two and a half years offers valuable insights into the mindset and strategies required for long-term success in the real estate industry. With a focus on mindset shifts, seizing opportunities, and the impact of key partnerships, Christian's journey serves as an instructive example for real estate investors seeking to unlock their potential in the marke

Visit the YouTube channel Cody and Christian Multifamily Strategy to learn more about property management, resort multifamily, and other related topics.

🖋️ Some key points: 

(08:39) - The Financial Independence Wake-up Call
(10:53) - Meeting the Partner and Learning from Others
(11:42) - Evolution of Real Estate Business
(13:35) - Valuable Takeaways in Meetings
(14:29) - Seller Financing Strategies
(17:03) - Identifying Opportunities for Seller Financing
(19:19) - Overcoming Money Problems in Real Estate Deals
(23:39) - Learning from Mistakes and Creating Value
(24:09) - The Importance of Mentors
(25:32) - Key Principles for Long-Term Success
(28:21) - Heavy Value Add and Business Expansion
(34:29) - Seller Financing Strategies
(36:23) - Revitalizing Properties in Small Towns
(37:52) - Impact on the Community
(39:56) - Converting Motels into Housing
(41:24) - A Unique Eviction Situation
(42:53) - Connecting with Christian

📑More about Christian Osgood

Chriastian has 200 multifamily rental units and is the CEO of Kensho Property Management, owns the robin hood village resort, and is co-founder of Mumtifamilystrategy.com. He worked an 8 year career to save ip for his house and 2 duplexes. When he ran out of money Christian turned to creative finance and in 20 years amassed over 200 multifamily rentals. Christian now now dedicates his time to renovating buildings in underserved communities and teaching others how to use the same strategies we used along the way.

🌎Reach out to Christian Osgood

Instagram
LinkedIn
Multifamilystrategy.com
Multifamily Strategy on YouTube

🌎Reach out to Jonathan Twombly
LinkedIn: https://www.linkedin.com/in/jonathandtwombly

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🔅 Previous Episodes on Apartment Investor’s Club

Going From Working In Hospitality To Multifamily Investing & Hotel Conversions With Charlie Rushton

Hotel Conversions To Multi Family Housing With David Peters

🎤 Podcast post-production EZPZ Podcasting