Roger Becker
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.
Author
Roger Becker
Category
Podcast website
Latest episode
Jul 9, 2026
Where to listen?
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Episodes
376: Class B Is The Most Conservative Investment In Multifamily 27.10.2023 46:16
In the multifamily apartment category, Class B provides the greatest hedge against risk. Renovated Class B apartments often have many of the same amenities as Class A, but cost anywhere from $300-$500 per month less to rent, depending on the market. In a tough economy, a lot of Class A renters move down to Class B properties in order to save money, but Class B renters generally don’t move down to...
375: Find Growing Markets That Are Not Yet Oversaturated 25.10.2023 31:30
One of the keys to success in multifamily investing is picking a market that’s not fully discovered and still experiencing a lot of growth. Another aspect of this strategy is buying B class properties with huge rental upside without having to pay a lot in unit or exterior upgrades. Christopher Stout, Principal and leader of StoutCap, has selected Northern Alabama, NW Arkansas, and Fayetteville, NC...
374: RV Parks Are The Hot Category For Yield-Seeking Investors 23.10.2023 32:26
There aren’t too many asset classes within Commercial Real Estate right now where you can generate a strong cash-on-cash equity return plus great upside. One exception to this is RV Parks. RV Parks are where Self Storage and Mobile Home Parks were ten years ago. There are approximately 15,000 RV Parks in the U.S. and many of them are often filled to capacity. Several of them are owned by ma and p...
373: Despite Temporary Setbacks, Multifamily Housing Remains A Great Long-Term Investment 20.10.2023 25:48
Although multifamily Real Estate has been a stable, cash-flowing asset class for the past several years, many properties are facing major headwinds. Interest rate hikes, rising expenses, and slower rent growth has presented big challenges. Despite these current market conditions, however, there’s still a significant supply-demand imbalance of housing in the U.S. that portends well for multifamily...
372: Low Risk, Conservative Returns From Hard Money Loans 18.10.2023 31:52
If you want to invest in Real Estate, but don’t want to tie your money up for an extended period of time, a great way to do this is through non-bank private lending. When you invest in single family fix and flips in stable markets, for example, it’s a conservative way to generate high yield, consistent passive income. Kevin Amolsch, Founder of Pine Financial Group, owned several of his own single...
371: Cash-Flowing Real Estate In Tennessee And Northern Alabama 16.10.2023 43:00
Other than Class A office space in top-tier markets, the overall office building asset class remains a healthy and viable investment alternative. There are several types of office product, and most are faring well depending on the location. Stewart Heath, CEO of Harvard Grace company, is building a portfolio of properties in the Nashville to Huntsville, Alabama, corridor, including cash-flowing o...
370: Multifamily Assets In Steady Infill Markets Are Unparalleled For Capital Preservation And Low Risk 13.10.2023 42:41
In highly desirable, steady markets not subject to excessive volatility, Real Estate values tend to hold and appreciate consistently over time, and are great, low risk capital preservation assets. One such market that has withstood the test of time is Chicago. Chicago remains a powerful magnet that attracts residents from all over the greater Midwest and beyond. Joe Smazal, Senior Managing Partner...
369: Deals That Won’t Get Refinanced Pose Great Buying Opportunities For Patient Investors 11.10.2023 1:06:37
If you’ve been paying attention at all, you know there are clouds on the horizon in Commercial Real Estate. This is caused in no small part to escalating interest rates, which can move even higher. Amongst asset classes facing headwinds is multifamily. Depending on the market, there’s a glut of new construction, rents and occupancy are down, and expenses are up. As a result, many apartment complex...
368: Who You Invest In Is More Important Than What You Invest In 09.10.2023 29:04
Investing in the right operator is more important than investing in the right deal. A poor operator can make a good deal bad; a good operator can make a bad deal good. When selecting who to invest with, it’s important to vet how often, how much, and what they communicate, in addition to making sure they’ll prioritize the operations of the deal before they move on to other deals just to reap the a...
367: Make High Returns In Real Estate Without Day-To-Day Management 06.10.2023 1:04:56
You don’t need to be a direct operator of Real Estate to get a great return on your money. You can invest in the secondary mortgage market and get conservative, mid-high teen returns with almost no leverage against single family homes. Bill Bymel, CEO and fund manager of First Lien Capital, invests in pools of mostly non-performing single-family notes at a discount and a conservative loan- to-valu...
366: Generate 20% Profits Or Higher In An Overlooked Asset Class 04.10.2023 40:13
It’s hard to find businesses that consistently generate profit margins in excess of 20%. One such asset class most investors don’t think about is laundromats, but they’re everywhere and simple businesses to run. Over the past couple years, Real Estate investors, in addition to others, have entered the laundromat space because of the strong cash flow and the ability to dramatically increase revenue...
365: Markets Can Make You, But They Can Also Kill You 02.10.2023 49:23
To be successful in the long-term in Real estate, you need to buy things right at today’s value versus hoping the market will carry you, because the market is undependable. The market has carried a lot of investors over the past few years, even when they overpaid for properties, but these days are temporarily over. We’re currently in a Real Estate recession as lending has all but shut down, but gr...
363: Modernizing Laundromats Turn Into Huge Profits 27.09.2023 50:02
Finding a new niche in an increasingly crowded marketplace is close to impossible. One asset class which has yet to be scaled, however, is laundromats. Laundromats are run mostly by small operators with antiquated systems, often in outdated facilities. Sam Wilson, a successful Real Estate investor and entrepreneur, is acquiring laundromats and modernizing. He’s achieving huge revenue increases and...
362: Operating And Specializing In A Sole Market Generates Outsized Returns 25.09.2023 43:42
Hyper-focus is a key to success in business. In Real Estate, having a tight geographic and operational focus pays high dividends, especially in the Multifamily sector. There’s no substitute for living in the market you’re operating in, where you have intimate knowledge of the neighborhoods, blocks, and even the streets. On top of this geographic specialization, if you’re truly vertically integrate...
361: The Right Loan Can Mean A Property Swims Instead Of Sinks 22.09.2023 40:57
One of the critical components in Real Estate acquisitions is the lending piece. The wrong loan can end up dooming a project in the long term. Getting the right loan product with all the right terms and conditions for your investment can make or break the deal when unforeseen circumstances occur. Malcom Turner, President & CEO of Castle Commercial Capital in Detroit, helps commercial borrowers...
360: Why Property Management Makes Or Breaks Deals 20.09.2023 35:23
Most real estate classes require a lot of hands-on daily management that makes or breaks the success of the investment. Nowhere is this more the case than multifamily apartment communities. When you’re dealing with tenants 24/7, there’s things that need prompt attention at times. Ryan Weiss, Principal Broker and Managing Partner at Blue Door Living, has gone from managing 40 units to over 400 uni...
359: Prices Are Declining For Multifamily Properties 18.09.2023 36:00
After many years of escalating prices, it’s now a buyer’s market for institutional, quality multi-family assets. Institutions are on the sidelines as they rebalance investment portfolios, and it’s become much harder for newer operators to raise money. As a result, the buyer pool has shrunken, and prices have decreased. Class A, new vintage properties are selling for 10% off their peak in growing s...
358: Mobile Home Parks Generate High, Consistent Cash Flow 15.09.2023 47:16
Unlike most Real Estate asset classes, the Mobile Home Park industry will not see high levels of distress caused by aggressive, short-term floating rate debt. Lenders of Mobile Home Parks are typically more conservative, and operators are not facing the same level of occupancy and expense challenges of other asset classes. Mobile Home Parks aren’t pretty, but they still consistently cash flow bett...
357: Workforce Apartments Have Super High Demand 13.09.2023 38:23
Although the market for Multifamily still remains one of the most competitive asset classes, it still represents one of the best opportunities to add significant, predictable value in a relatively short period of time. Zach Winner, Founding Partner of Prosperity CRE, has had recent success in Kansas City where he 1031 exchanged out of an 80-unit apartment building into a 180 unit building and is b...
356: Some Asset Prices Will Come Down 15%-40% 11.09.2023 43:43
Many operators over the last couple years paid exorbitant prices for assets and have been unable to increase income as planned. Expenses have also increased significantly more than anticipated. These factors, combined with escalating borrowing costs, will make it very difficult for operators to hold onto certain properties. As rates readjust upwards, there will be distress and opportunities for a...
355: Smaller Markets Can Mean Bigger Opportunities 07.09.2023 35:15
In major markets across the U.S., residential rents have shotten up dramatically over the past 10 years. As a result, many renters have moved further out from urban cores. For operators of apartment complexes, investing in markets outside of the urban cores has made sense because these markets have also seen rental rate increases, but the prices are less, especially for buildings with fewer than 1...
354: No Deal Is Better Than A Bad Deal 05.09.2023 40:34
When it comes to investing, nothing pays off more than patience and discipline. As sellers insist on prices that no longer make sense in this current interest rate environment, it’s gotten increasingly difficult to find deals that pencil out. Even before the interest rate surge, prices were at unprecedented levels because of the incredible amount of competition that were chasing deals. Andrew Cush...
353: Reduce Your Risk By Investing In Deals That Are Pre-Vetted By Industry Experts 31.08.2023 37:00
When you invest your hard-earned money, it can make sense to have someone else vet opportunities for you to ensure success and reduce risk. When it comes to investing passively in Real Estate, there’s a lot to know, and there are countless opportunities to invest in. Many of these opportunities are valid, many aren’t. John Rubino, COO, Founder and Partner of JID Investments, helps investors avoid...
352: How To Succeed In Short-Term-Rentals 29.08.2023 42:14
Short-Term-Rentals have exploded over the past several years and investors have prospered. Recently, however, several markets have gotten over-saturated, and vacancies have climbed. Appreciation in home values has also made these properties more difficult to cash flow. Kirby Atwell, CEO of Living off Rentals and podcast host of Living off Rentals podcast, has a different strategy for success. Kirb...
351: Nothing Avoids Price Declines More Than A Great Location 25.08.2023 59:10
Great locations save the day when broader markets go south. High density, infill markets with lots of employers and desirable amenities insulate properties from severe downturns which inevitably occur. Mark Hentemann, Founder of Quantum Capital, started out building a portfolio of 20–30-unit Multifamily buildings in Hollywood, CA and nearby L.A. neighborhoods. These properties appreciated consider...
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