Episodes

  • Let us know what you think about the show

    In this episode of Real Estate Anonymous, we dig into the fascinating world of luxury real estate with a deep dive into a high-end hotel in Park City, Utah.

    This unique property comes with a hefty $30 million price tag, leaving our hosts Elliot White, Eric Westervelt, Brett Moss, and special guest Antonio Becerra wondering: Is this an investment opportunity or just a pricey toy for the ultra-rich?

    We explore everything from the financials, the risks, and the challenges of running a boutique hotel in a high-barrier market like Park City. Tune in to hear why wealthy buyers might pay millions for a break-even business and what it takes to operate such a property.

    Key Points Discussed:

    1. Park City’s Luxury Real Estate Landscape – Why boutique hotels in affluent ski towns like Park City command astronomical prices.

    2. Operational Challenges – From seasonal occupancy to historic renovations, learn the complexities of running a boutique hotel.

    3. Investment vs. Toy – The psychology behind wealthy buyers purchasing luxury properties that don’t always make financial sense.

    4. Market Dynamics – How Park City’s barriers to new development affect property values and investment potential.

    5. Ownership and Management – Understanding the requirements for running a hotel, including conditional use permits and owner-occupied stipulations.

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    Do you love Real Estate Anonymous and want to see our smiling faces? Subscribe to our Youtube channel. Do you enjoy our content? Rate our show! Follow us on Twitter @RealEstateAnon Learnings about small business acquisitions and operations.

    For inquiries or suggestions, email us at [email protected]

  • Let us know what you think about the show

    In this episode of Real Estate Anonymous, we sit down with Kyle O’Hehir, also known as the "Debt Detective," to delve into the intricate world of distressed debt, buying loans, and turning liabilities into profits.

    Kyle shares his journey from hedge funds to the complex, high-stakes game of loan acquisition. Along with hosts Eric Weather Holtz and Brett Moss, they explore how to sniff out distressed assets, navigate legal complexities, and thrive in the world of real estate debt. This episode is packed with insider tips for anyone curious about the strategies behind buying distressed debt.

    Key Points Discussed:

    1. Distressed Debt Strategy – Kyle’s unique approach to finding and acquiring distressed loans and turning them into opportunities.

    2. Legal Complexities – Why buying debt means stepping into a legal minefield and how to manage litigation risks.

    3. Residential vs. Commercial – Why Kyle avoids residential properties and focuses on commercial deals in the world of debt acquisition.

    4. Market Insights – The team breaks down how the distressed debt landscape has shifted in the last year and what investors need to know.

    5. Real-life Case Studies – Kyle shares examples of distressed debt deals, including risks, rewards, and lessons learned.

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    Do you love Real Estate Anonymous and want to see our smiling faces? Subscribe to our Youtube channel. Do you enjoy our content? Rate our show! Follow us on Twitter @RealEstateAnon Learnings about small business acquisitions and operations.

    For inquiries or suggestions, email us at [email protected]

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  • Let us know what you think about the show

    In this episode of Real Estate Anonymous, the hosts dive deep into a mid-rise apartment complex in Fort Wayne, Indiana. They discuss the challenges of managing properties with dated architecture, small studio units, and the complexities of retail space in residential buildings. The conversation highlights strategies for creating community in multifamily developments, the pitfalls of relying on luxury branding, and the financial realities of affordable housing. The team explores whether this property, built in 1966, can still deliver value in today's market.

    Key Points Discussed:

    1. Mid-Rise Apartment Complex Overview - A breakdown of the 354-unit apartment building, its history, and key selling points.

    2. Creating Community in Housing - How to foster community engagement and improve tenant retention in older properties.

    3. Affordable Housing to Market Rate - Exploring the transition from affordable housing to market rate and what investors should look for.

    4. Investment Risks and Opportunities - The financial considerations and hidden costs of managing older properties in third-tier markets.

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    Do you love Real Estate Anonymous and want to see our smiling faces? Subscribe to our Youtube channel. Do you enjoy our content? Rate our show! Follow us on Twitter @RealEstateAnon Learnings about small business acquisitions and operations.

    For inquiries or suggestions, email us at [email protected]

  • Let us know what you think about the show

    In this episode of Real Estate Anonymous, hosts Elliot White and Eric Weatherhultz head to Roswell, New Mexico, to explore the intriguing world of self-storage with Baird Kleinsmith, the self-proclaimed "Sultan of Storage." Baird shares his journey from fintech to real estate, detailing how he built a micro-empire of self-storage properties in Colorado and New Mexico. The discussion covers the nuances of self-storage as an asset class, the strategies behind managing and optimizing these properties, and the psychology of self-storage renters. Whether you're a seasoned investor or just curious about alternative real estate investments, this episode is packed with valuable insights.

    Key Points Discussed:

    1. The Appeal of Self-Storage - Baird's transition from fintech to self-storage and why he sees it as a lucrative asset class.

    2. Operational Challenges and Opportunities - The complexities and opportunities in managing self-storage properties.

    3. Market Dynamics - Understanding the self-storage market in Roswell, New Mexico, and how to identify profitable opportunities.

    4. Risk Management - Strategies for mitigating risks in the self-storage business, including competition and market saturation.

    Guest Information:
    Baird Kleinsmith, known as the "Sultan of Storage," is an experienced investor in the self-storage industry, with a portfolio spanning multiple states.
    - Connect with Baird on Twitter: https://twitter.com/sultanofstorage @SultanofStorage
    - Connect with Baird on LinkedIn: https://www.linkedin.com/in/bairdkleinsmith

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    Do you love Real Estate Anonymous and want to see our smiling faces? Subscribe to our Youtube channel. Do you enjoy our content? Rate our show! Follow us on Twitter @RealEstateAnon Learnings about small business acquisitions and operations.

    For inquiries or suggestions, email us at [email protected]

  • Let us know what you think about the show

    Today's episode has a little bit of everything, from some nontraditional Airbnb ideas to our discussion of the complexities of a 20-unit rental property in Chicago that raises more questions than answers. You're not gonna find these ideas anywhere else.

    Hope you enjoy

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    Do you love Real Estate Anonymous and want to see our smiling faces? Subscribe to our Youtube channel. Do you enjoy our content? Rate our show! Follow us on Twitter @RealEstateAnon Learnings about small business acquisitions and operations.

    For inquiries or suggestions, email us at [email protected]

  • Let us know what you think about the show

    In this episode, we're talking about Detroit's comeback. The city’s been through a lot, but now there’s buzz about a revival. Is it worth the hype? We break down what’s happening in Detroit, the investment opportunities, and whether it’s a smart move to get in now.

    Thanks to this episode sponsor:

    Bullpen is the workforce behind the commercial real estate industry, connecting CRE experts and companies for full-time, part-time, and hourly contract work.

    From freelancers to full-time team members, Bullpen makes it easy to hire commercial real estate experts.

    Go check bullpenre.com to get started.

    Advertise with us by clicking here

    Do you love Real Estate Anonymous and want to see our smiling faces? Subscribe to our Youtube channel. Do you enjoy our content? Rate our show! Follow us on Twitter @RealEstateAnon Learnings about small business acquisitions and operations.

    For inquiries or suggestions, email us at [email protected]

  • Let us know what you think about the show

    In this episode, we’re diving into a South Florida marina and RV park that’s up for grabs, with special guest Gelena Wasserman joining the discussion. We break down the key numbers and explore what makes this property unique—or potentially problematic. From sea level concerns to insurance issues, our hosts and Gelena share their insights on whether this deal is a smart buy or a tough sell.

    Thanks to this episode sponsor:

    Bullpen is the workforce behind the commercial real estate industry, connecting CRE experts and companies for full-time, part-time, and hourly contract work.

    From freelancers to full-time team members, Bullpen makes it easy to hire commercial real estate experts.

    Go check bullpenre.com to get started.

    Advertise with us by clicking here

    Do you love Real Estate Anonymous and want to see our smiling faces? Subscribe to our Youtube channel. Do you enjoy our content? Rate our show! Follow us on Twitter @RealEstateAnon Learnings about small business acquisitions and operations.

    For inquiries or suggestions, email us at [email protected]

  • Let us know what you think about the show

    In this episode, we break down a Florida multifamily property deal, chatting about everything from high insurance costs to managing scattered sites. We dive into how neighborhood perks can affect property value, who might be interested in buying it, and the role of foreign investment. With a mix of humor and honest opinions, Elliott, Brett, Eric, and our special guest Moses Kagan offer their take on whether this property is worth a look.

    Thanks to this episode sponsor:

    Bullpen is the workforce behind the commercial real estate industry, connecting CRE experts and companies for full-time, part-time, and hourly contract work.

    From freelancers to full-time team members, Bullpen makes it easy to hire commercial real estate experts.

    Go check bullpenre.com to get started.

    Advertise with us by clicking here

    Do you love Real Estate Anonymous and want to see our smiling faces? Subscribe to our Youtube channel. Do you enjoy our content? Rate our show! Follow us on Twitter @RealEstateAnon Learnings about small business acquisitions and operations.

    For inquiries or suggestions, email us at [email protected]

  • Let us know what you think about the show

    In this episode of Real Estate Anonymous, we're taking a close look at a potential buy: an executive tower in New Orleans.

    This property sits in a lively area with great amenities like Whole Foods and Trader Joe's. But, before you get too excited, we also dig into the challenges, like high upkeep costs and competition from newer buildings. Is this a smart investment or a risky gamble?

    Join us for a chat about the ups and downs of this deal, and get some tips on what to consider if you're thinking about getting into a property like this.

    Thanks to this episode sponsor:

    Bullpen is the workforce behind the commercial real estate industry, connecting CRE experts and companies for full-time, part-time, and hourly contract work.

    From freelancers to full-time team members, Bullpen makes it easy to hire commercial real estate experts.

    Go check bullpenre.com to get started.

    Advertise with us by clicking here

    Do you love Real Estate Anonymous and want to see our smiling faces? Subscribe to our Youtube channel. Do you enjoy our content? Rate our show! Follow us on Twitter @RealEstateAnon Learnings about small business acquisitions and operations.

    For inquiries or suggestions, email us at [email protected]

  • Let us know what you think about the show

    In this episode, Elliott White, Brett Moss, and Eric dive into the wild world of Florida RV parks. They chat about cash flow, luxury RV casitas, and even joke about turning RV parks into cemeteries or swinger resorts. Brett goes full "Florida man" with talk of gold chains and alligator mini golf, while Eric questions the investment's potential. Tune in for a fun and offbeat take on a unique real estate deal.

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    Do you love Real Estate Anonymous and want to see our smiling faces? Subscribe to our Youtube channel. Do you enjoy our content? Rate our show! Follow us on Twitter @RealEstateAnon Learnings about small business acquisitions and operations.

    For inquiries or suggestions, email us at [email protected]

  • Let us know what you think about the show

    In this episode, Elliott and Eric explore an exciting auction deal for a real estate opportunity in Santa Barbara, which is a little bit of everything.

    They talked about the challenges and potential of redeveloping the site, from gutting the interiors to dealing with political and construction hurdles.

    Elliott shares his ideas for transforming the property, preserving the beautiful exterior while creating a stunning new interior.

    Eric highlights the risks and rewards of bidding in an auction and offers smart strategies to get the best price.

    And brainstorm possibilities for the property, like turning it into a top-tier boutique hotel or a luxurious residence.

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    Do you love Real Estate Anonymous and want to see our smiling faces? Subscribe to our Youtube channel. Do you enjoy our content? Rate our show! Follow us on Twitter @RealEstateAnon Learnings about small business acquisitions and operations.

    For inquiries or suggestions, email us at [email protected]

  • Let us know what you think about the show

    In this episode, we review a great real estate opportunity with us on Newbury Street in Boston.

    This location is a real winner. It's incredibly cool and irreplaceable. When you think about prime locations, this one stands out.

    We're diving into a 24-unit mixed-use property, chatting about cap rates, retail rents, and why this spot is so special in Boston's real estate scene.

    So tune in for a great episode.

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    Do you love Real Estate Anonymous and want to see our smiling faces? Subscribe to our Youtube channel. Do you enjoy our content? Rate our show! Follow us on Twitter @RealEstateAnon Learnings about small business acquisitions and operations.

    For inquiries or suggestions, email us at [email protected]

  • Let us know what you think about the show

    This episode is magic. We found property in South End, Charlotte, with old industrial buildings.

    As Eric said: "When someone tells you they have a property for sale in South End Charlotte, your answer is yes, please. But then it's how much"

    We talked about converting these spaces into trendy retail or entertainment spots. The location is cool but may be far from the main attractions. Some challenges include high property taxes, conversion costs, and parking needs.

    So tune in for a great episode.

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    Do you love Real Estate Anonymous and want to see our smiling faces? Subscribe to our Youtube channel. Do you enjoy our content? Rate our show! Follow us on Twitter @RealEstateAnon Learnings about small business acquisitions and operations.

    For inquiries or suggestions, email us at [email protected]

  • Let us know what you think about the show

    In this episode of our Real Estate Anonymous, we go through the details of an $11.2 million student housing deal in Georgia. We discuss the prime location near multiple universities, the property's impressive 99% occupancy rate, and its potential for high ROI. Enjoy it

    Advertise with us by clicking here

    Do you love Real Estate Anonymous and want to see our smiling faces? Subscribe to our Youtube channel.Do you enjoy our content? Rate our show!Follow us on Twitter @RealEstateAnon Learnings about small business acquisitions and operations.

    For inquiries or suggestions, email us at [email protected]

    Advertise with us by clicking here

    Do you love Real Estate Anonymous and want to see our smiling faces? Subscribe to our Youtube channel. Do you enjoy our content? Rate our show! Follow us on Twitter @RealEstateAnon Learnings about small business acquisitions and operations.

    For inquiries or suggestions, email us at [email protected]

  • Let us know what you think about the show

    In this episode, we explore different ideas for redeveloping an 83-acre mall in Washington, PA. We considered options like housing, industrial use, and a nostalgic 1980s-themed mall. Tune in to hear creative suggestions and insights on how to give this property a new purpose.

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    Do you love Real Estate Anonymous and want to see our smiling faces? Subscribe to our Youtube channel. Do you enjoy our content? Rate our show! Follow us on Twitter @RealEstateAnon Learnings about small business acquisitions and operations.

    For inquiries or suggestions, email us at [email protected]

  • Let us know what you think about the show

    Today we discuss a potential $20 million real estate investment in Buckhead, involving a 20,000-square-foot property with current tenants like hookah lounges. Significant investment is needed to attract premium tenants such as Lululemon or Trader Joe’s. The property's valuable billboard lease requires careful consideration. Great episode overall. Tune in and enjoy

    Advertise with us by clicking here

    Do you love Real Estate Anonymous and want to see our smiling faces? Subscribe to our Youtube channel.Do you enjoy our content? Rate our show!Follow us on Twitter @RealEstateAnon Learnings about small business acquisitions and operations.

    For inquiries or suggestions, email us at [email protected]

    Advertise with us by clicking here

    Do you love Real Estate Anonymous and want to see our smiling faces? Subscribe to our Youtube channel. Do you enjoy our content? Rate our show! Follow us on Twitter @RealEstateAnon Learnings about small business acquisitions and operations.

    For inquiries or suggestions, email us at [email protected]

  • Let us know what you think about the show

    In this episode, we discuss a potential development opportunity involving multifamily housing and a hotel in North Carolina. We analyze the location's advantages, market demand, challenges, and conduct a rough valuation exercise. If you're into real estate or just love a good business story, tune in and enjoy our show

    Advertise with us by clicking here

    Do you love Real Estate Anonymous and want to see our smiling faces? Subscribe to our Youtube channel. Do you enjoy our content? Rate our show! Follow us on Twitter @RealEstateAnon Learnings about small business acquisitions and operations.

    For inquiries or suggestions, email us at [email protected]

  • Let us know what you think about the show

    Welcome to Real Estate Anonymous Episode 7!

    Brett Moss, Eric Weatherholtz, and Elliot White are visiting New York to check out a Car Wash for sale. The question is- is this a real estate deal or business deal?

    Tune in below!

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    Do you love Real Estate Anonymous and want to see our smiling faces? Subscribe to our Youtube channel. Do you enjoy our content? Rate our show! Follow us on Twitter @RealEstateAnon Learnings about small business acquisitions and operations.

    For inquiries or suggestions, email us at [email protected]

  • Let us know what you think about the show

    Welcome to Real Estate Anonymous Episode 6!

    Brett Moss, Eric Weatherholtz, and Elliot White are visiting Miami to inspect an iconic office building off Biscayne Boulevardevard.

    Tune in below!

    Thanks to our friends at Re Cost Seg for sponsoring today's episode.

    They are the premier provider of cost segregation studies.
    Founded by serial entrepreneur and CPA Mitchell Baldridge, RE Cost Seg is revolutionizing how investors approach taxes and cash flow on their properties.

    Are you tired of watching your hard-earned money go toward hefty tax bills? If you own an investment property, a cost segregation study from RE Cost Seg could help you save significantly on your taxes and keep more of your real estate income.

    Their expert engineers dive deep into your property, uncovering opportunities for accelerated depreciation across every investment property type, from single-family rentals to large commercial properties.
    Check them out: REcostseg.com/REApod.

    Advertise with us by clicking here

    Do you love Real Estate Anonymous and want to see our smiling faces? Subscribe to our Youtube channel. Do you enjoy our content? Rate our show! Follow us on Twitter @RealEstateAnon Learnings about small business acquisitions and operations.

    For inquiries or suggestions, email us at [email protected]

  • Let us know what you think about the show

    Welcome to Real Estate Anonymous Episode 5!

    We have Brett Moss, Eric Weatherholtz, and Elliot White this week. The hosts dive into a build-for-rent play in Savannah, GA. Unfortunately- there are no buyers for this deal from the host's perspective.

    Tune in below!

    Thanks to our friends at Re Cost Seg for sponsoring today's episode.

    They are the premier provider of cost segregation studies.
    Founded by serial entrepreneur and CPA Mitchell Baldridge, RE Cost Seg is revolutionizing how investors approach taxes and cash flow on their properties.

    Are you tired of watching your hard-earned money go toward hefty tax bills? A cost segregation study from RE Cost Seg could help you save significantly on your taxes and keep more of your real estate income if you own an investment property.

    Their expert engineers dive deep into your property, uncovering opportunities for accelerated depreciation across every investment property type, from single-family rentals to large commercial properties.
    Check them out: REcostseg.com/REApod.

    Advertise with us by clicking here

    Do you love Real Estate Anonymous and want to see our smiling faces? Subscribe to our Youtube channel. Do you enjoy our content? Rate our show! Follow us on Twitter @RealEstateAnon Learnings about small business acquisitions and operations.

    For inquiries or suggestions, email us at [email protected]