Street Smart Success

Street Smart Success

Street Smart Success is a show for accredited investors. Whether you’re investing in Real Estate, Private Equity, Private credit, Debt, or other alternative assets, or you’re just starting out, this is the show for you. Street Smart Success interviews successful entrepreneurs about their backgrounds, careers, and lessons learned.

Episodes

November 12, 2025 44 mins

Although cracks are starting to appear in various commercial real estate asset classes, prices have still not come down enough to be investible. Prices have come down, but they’ve come down off record highs and lenders are still conducting workouts with sponsors. If we continue to see significant job losses, and recession ensues, prices may eventually come down enough to make sense for cash-flow investors. Jeremy Roll, a full-time ...

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Despite its initial trajectory, ecommerce has plateaued at 16% of total retail sales. Concurrently, the cost of land, borrowing, and construction has made it prohibitive to build new retail centers. As a result, occupancy levels at existing properties are in the mid-high 90’s, and sometimes even 100%. There’s a huge demand for space from restaurants, beauty salons, yoga and pilates studios, gyms, massage clinics, plus other medical...

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When it comes to stable tenants and predictable cash flow, it’s hard to find a better asset class then Medical Office. As the population ages and people live longer, the demand for medical care will continue to flourish. Plus, technology will never replace the human body. Another commercial real estate class with predictable cash flow is Multifamily. Multifamily is attractive because of looming loan maturities and resulting distres...

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Although Multifamily is facing challenges in sunbelt markets, and loan maturities are piling up, long-term fundamentals remain strong. Rents are holding, occupancy levels are in the low 90’s%, and collections are solid. There have been concessions because of excess supply, but even these are gradually starting to contract. Joe Fairless, Co-founder and General Partner of Ashcroft Capital, owns over 14,000 units in sunbelt markets. J...

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As investors seek alternatives to the stock market, as ETFs make it harder to outpace the market, as awareness for private investments increases, allocations are increasing to non-traditional assets. Over the past decade, and even more so recently, investors have invested more money into privately held Real Estate, Private Credit, and Private Equity. With the right investment strategies, these vehicles offer predictable cash flow w...

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As investors have become frustrated over the complexity, the legacy issues, and opacity of funds, many have gravitated to investing in single asset deals. Single assets are easier to underwrite, require less due diligence, and great deals are starting to emerge with distress in the market. Mike Zlotnik, CEO of TF Management Group, is offering investors opportunities to invest in single asset deals in Industrial, Outdoor Retail, and...

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Although there’s been resistance to investing in office since the pandemic, back-to-office trends are prevailing as more employers are requiring employees to come back in-person at least three days per week. Along with this trend and no new supply, quality office space is seeing resurgent demand, especially higher quality space in great locations. Investors are now seeing opportunities to acquire these properties for as little as 1...

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One of the highest in-demand asset classes is Small Bay Industrial. In the last several years, most of the new industrial construction has been large warehouses to address the growth of e-commerce. Small Bay, on the other hand, has seen very little new construction since 2008/09. Municipalities generally favor new housing. As a result, there’s limited inventory available for tenants, and therefor high occupancy rates across these p...

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After a forty-year honeymoon of plummeting interest rates, it’s going to require a lot more operational skill moving forward to generate positive returns in commercial real estate. Although we’re going to see increased distress over the next several quarters, operational expertise will still be required to achieve desired returns. This is especially true in multifamily because of the daily demands of the asset class. Mark Hamilton,...

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A few years back, retail was completely out of favor. Everyone thought Amazon and e-commerce spelled the end of in-store shopping. The reality on the ground told a different story. Many prominent national retailers were actually growing and opening stores, and in-store sales held steady at 85% of total retail sales. That’s why LBX started investing in open air centers and has done very well in this asset class. Over the last year, ...

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In the world of private investing, there is a growing plethora of opportunities to generate cash flow. There’s Real Estate equity in single assets or funds, there’s debt funds that provide conservative and consistent cash flow, and there are many opportunities outside of Real Estate. Matt Owens, Founder of Owens Capital Group, has a successful single family debt fund that has generated 8% for years. He has more recently created a f...

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The biggest asset class in the world is the U.S. single family housing market. That’s why the health of this asset class has such a large impact on the broader U.S. economy. Over time, single family homes have been one of the most predictable, conservative investments available. In most ten-year periods, home values have almost always gone up in value. Rich Fettke, Co-founder at Real Wealth.com and Author of The Wise Investor, has ...

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October 1, 2025 29 mins

Buying sub-institutional size deals entails less competition, and therefore lower prices. In the $3 - $10 million dollar range, competition is mostly local to a specific market with a buyer pool that generally doesn’t include national or regional players. David Hrizak, CEO of The Streamline Companies, buys, builds and manages across various asset classes in Phoenix, the 5th largest market in the country. Over the past three years, ...

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Finding an avenue to high returns can be difficult in saturated markets. Certain markets outside of major metros, however, can provide a unique opportunity for great returns as major metros have become exorbitant for large swaths of owners and renters. Colby Swarz, Vice President of Capital Markets & Investment Strategy of Burkentine Real Estate, builds Planned Urban Development communities with garden style apartments and town...

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September 24, 2025 37 mins

Although retail has been out of favor over the past several years with the threat of ecommerce, it’s gained traction more recently. As opposed to being venues for traditional soft goods stores, retail space is becoming utilized for other purposes such as medical services, boutique gyms, and restaurants. There’s also been negligible new construction since 2008, so demand for space has outgrown supply, which has resulted in mid-90% o...

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It’s always difficult finding a deal, even in down markets, but if you’re willing to be contrarian, there may be lucrative opportunities that present themselves. One example is vintage 100+ year old multifamily properties in downtown Portland, Oregon. These properties are trading at 300-400 basis points higher than suburban value-add properties that hardly cash flow, and appeal to a large subset of urban renters. Paul Del Vecchio, ...

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Sometimes the best ideas are the simplest and seem the most obvious in hindsight. Co-warehousing is one of these ideas. Co-warehousing was created for small, often start-up businesses to rent smaller spaces for shorter periods of time. These spaces are typically sub-1000 s/ft, as small as 250 s/ft, which are desirable to entrepreneurs who can be moving out of a home office or storage space, or just starting out. Co-warehousing also...

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September 15, 2025 35 mins

One strategy to get big discounts on multifamily properties is to buy the loans from current lenders at below par. Once a mortgage becomes 60-90 days late, lenders will consider selling the note to de-risk their position and redeploy the capital into other loans. Buying pools of these notes is a strategy deployed by larger funds but can also be used by smaller investors to acquire buildings in smaller to midsize markets for short o...

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The single-family housing asset class is the largest in the U.S, valued at $70 billion. In the past few years, however, this asset class has seen some of the same challenges of other commercial real estate classes, such as overleverage, increased interest rates and escalating expenses. As a result, attractive opportunities are starting to emerge that translate into solid investments that can generate a 7% yield. Noel Christopher, M...

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Although prices on multifamily have come down, the market still hasn’t stabilized. Rents have come down in many markets and expenses have increased, but prices have still not adjusted accordingly. Additionally, cap rates are still often lower than interest rates. Brian Burke, President and CEO of Praxis Capital, a multi-decade multifamily investor, has transitioned from multifamily to investing in senior living facilities. Brian is...

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