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This week on Real Estate Anonymous, we break down a 4,300-square-foot retail property in Long Beach and share our take on whether the price tag makes sense.

First, we dive into Elliott’s Boston crew and the chaos at the Nantucket Christmas Stroll. From boozy Santa suits to $50,000-a-week rentals, it’s a stroll you won’t forget. Oh, and somehow, we even connect cannabis stores to STDs—don’t ask, just listen!

About the Podcast:
Real Estate Anonymous takes you behind the deals, the data, and the humor of the commercial real estate world. Hosts Elliott White, Eric Weatherholtz, and Brett Moss bring their expertise and playful banter to discussions about everything from retail investments to market trends.

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This week on Real Estate Anonymous, we’re tackling a wild one: a 33-unit multifamily property in San Francisco that’s equal parts opportunity and chaos. Think rent control nightmares, a parking lot with no easement, and a city with more red tape than sense.

Joining us is Andrew Jeffery, a seasoned investor who’s spent years wading through the ups and downs of San Francisco’s real estate market. From tenant buyouts that feel more like hostage negotiations to finding hidden value in one of the country’s most misunderstood cities, Andrew breaks down why he’s still willing to play this high-stakes game.

Highlights:
- Rent Control Roulette: When your tenants pay 1980s rent, but your expenses are stuck in 2024.

- No Easement, No Problem? How a parking lot could make or break this deal.

- Why San Francisco? Fighting through the noise to find overlooked opportunities.

- The Tenant Game: Buyouts, bureaucracy, and navigating city politics like a pro.

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Welcome back to another episode of Real Estate Anonymous! This week, we dive deep into a deal in Midlothian, Texas—an outdoor storage facility with some interesting challenges and opportunities. Join Elliott, Brett, Eric, and our guest Adam Deermount as we explore whether this gravel-lot investment is worth the price.

🔑 Key Highlights:

- The Property: A 28-acre RV and boat storage facility south of Dallas, featuring a mix of open and covered parking. The catch? It’s sitting at 75% occupancy with questionable marketing and infrastructure.

- Location Analysis: Situated between Dallas and Fort Worth, Midlothian is experiencing population growth, but with plenty of land available, competition is a concern.

- Creative Solutions: From potential value-add strategies like expanding the site to unique pitches involving...alligators (yes, really), we explore ways to turn this property into a winner.

- Debt and Value: The team debates the merits of assuming long-term debt versus buying at a lower basis. Does this deal pencil out?

- Expert Insights: Adam shares his perspective as a portfolio manager and real estate professor, offering a fresh take on this deal's viability.

🤔 Decision Time:
Will the team bite on this property, or is it a pass? Watch to find out if the combination of gravel lots, large drive aisles, and underwhelming marketing can be turned into a lucrative investment—or if it's better left alone.

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In Episode 30 of Real Estate Anonymous, the team takes a deep dive into a multifamily portfolio opportunity in Abilene, Texas. 

Join us as we discuss the critical factors that make or break an investment in tertiary markets, focusing on cash yields, the potential (and limits) of value-add strategies, and the impact of today’s interest rates on real estate pricing. We also analyze how location plays a role in market performance, why vintage properties might appeal to certain investors, and examine the nuances of underwriting in secondary and tertiary markets.

Key highlights:

- Market Dynamics: Explore how the Texas rental market has shifted due to increased development and affordability.

- Risk vs. Reward: Understand why institutional buyers are now favoring newer properties, and what opportunities remain in older assets.

- Location, Location, Location: We break down the importance of choosing the right property basis in smaller markets like Abilene, where there is a clear ceiling on achievable rents.

- Investment Strategies: A detailed look at cash-on-cash return expectations, long-term holding strategies, and the hidden risks of betting on appreciation in tertiary locations.

Don't miss the insightful (and humorous) commentary on navigating rent comps, broker tactics, and why underwriting cautiously is critical in today’s economic climate. Tune in for an in-depth analysis that’s as informative as it is entertaining!

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In Episode 29 of Real Estate Anonymous, we dive deep into the Peachtree City retail market, exploring an intriguing 70,000-square-foot retail center just south of Atlanta. Eric, Brett, and Elliott provide an in-depth analysis on why this property is positioned for long-term value, especially for investors looking for stability in uncertain markets.

Key Highlights:

- Prime Location: Discover why Peachtree City—a planned suburb known for its golf cart culture and upper-income demographics—provides a unique environment for retail investment.

- Tenant Mix and Stability: This isn’t your typical strip mall. With a blend of local businesses and destination spots like restaurants and urgent care clinics, this center has a diverse tenant base with low vacancy risk. Learn why smaller tenants offer more flexible leasing terms and faster turnover, minimizing vacancy periods and maximizing occupancy.

- Market Dynamics and Competitive Advantage: Unlike typical big-box retail, this property offers destination retail that’s less vulnerable to e-commerce disruption. Surrounded by high-demand retail like Lululemon and Sephora, this center is poised to benefit from a mix of consumer traffic and upscale demand.

- Future Growth and Inflation Protection: As Atlanta continues its expansion, 
Peachtree City’s value is expected to rise. We discuss why locking in at today’s prices could give investors an edge as rents climb with the market over the next decade.

Beyond the property’s financials, we also delve into the macroeconomic factors affecting today’s deals. From interest rate volatility to S&P trends, we examine how broader market shifts impact real estate decisions.

For anyone considering retail investment or looking to understand today’s suburban retail trends, this episode offers actionable insights from seasoned investors. Join us as we vote on whether this Peachtree City gem is worth adding to your portfolio—and why it might be the ideal opportunity for the right buyer.

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In this episode, Elliot White, Eric Weatherholts, and Brett Moss dive into a real estate opportunity in Charleston, SC, exploring an adaptive reuse project with lots of potential – and even more challenges. 

- Charleston’s Market Potential – Why Charleston is hot for investors but comes with big price tags.

- Historic Building Hurdles – With roots going back to 1838, this property has a protected façade that complicates any big changes.

- Financial Reality Check – At $3.6 million, the numbers are tight. Can potential rental income really justify the cost?

- Respecting the ‘Real Estate Gods’ – A look at superstitions in real estate and why humility matters in tough deals.

- Insider Tricks & Local Expertise – From reading property flyers to understanding local zoning, the guys highlight the strategies that make or break deals in Charleston’s unique market.

It’s a deep dive into the highs, lows, and risks of this Charleston investment. Is it worth the gamble? Listen in to hear the team’s verdict!

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Welcome back to another episode of Real Estate Anonymous, where dumb guys talk smart real estate. This week, Andrew Schaper joins us to break down his playbook for transforming parking lots and outdoor storage into a profitable asset class, also known as iOS (Industrial Outdoor Storage). From RV and boat storage to strategic real estate development, Andrew shares how he and his team are turning dirt into dollars.

💡 In this episode, we cover:
- The magic of branding outdoor storage as an asset
- How to capitalize on parking lots and canopy storage
- Navigating zoning laws and floodplain issues
- Strategies for scaling outdoor storage facilities
- The hidden potential of industrial outdoor storage

🎙️ Guest:
Andrew Schaper – Real estate developer specializing in outdoor storage and light industrial spaces.

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In this episode, we dive into an extraordinary property located in Bartlesville, Oklahoma—a 19-story office building designed by the iconic architect Frank Lloyd Wright. Known for his innovative designs, Wright’s influence is evident in this 1956 building, standing tall at 50,000 square feet. It's a unique mix of art deco and mid-century modern styles, reminiscent of a Manhattan skyscraper, though it sits in the heart of America’s plains.

Originally commissioned by oil magnate Harold C. Price, this architectural marvel is a striking oddity in Bartlesville, constructed during the mid-20th century boom. The tower’s small office floor plans pose both challenges and opportunities for future adaptive reuse—whether as an art center, residential condos, or even a unique museum.

Join us as we discuss the potential of this historical gem and brainstorm creative ways to revitalize such an incredible structure.

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In this episode of Real Estate Anonymous, hosts Brett Moss, Eric Weatherholtz, Eliott White and Matt Lasky dive deep into the world of medical office buildings, focusing on a 150,000-square-foot property in Arlington, Virginia. They explore the value-add potential of the building, which is 67% occupied after a significant renovation. From parking constraints to leasing challenges and capital-intensive tenant improvements, the episode covers the complexities of investing in medical office spaces. Whether you're new to healthcare real estate or a seasoned investor, this episode provides critical insights into navigating the niche market of medical office properties.

Key Points Discussed:

1. Medical Office Building Breakdown – Analyzing the 150,000-square-foot property, its location, and value-add potential.

2. Challenges in Medical Real Estate – From parking issues to specialized tenant improvements, the hosts discuss the hurdles in operating medical office buildings.

3. Tenant Synergies and Mix – Why tenant referrals and patient experience are crucial in healthcare real estate.

4. Capital-Intensive Operations – Understanding the costs of tenant improvements and long-term lease commitments in medical office buildings.

5. Market Dynamics in Healthcare Real Estate – Why deep local knowledge and connections can make or break an investment in this space.

Follow Matt's journey on Twitter: https://x.com/MattLasky

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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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