Commercial Real Estate Investing From A-Z

Steffany Boldrini

Getting started with Commercial Real Estate Investing, or an experienced investor? This is a weekly podcast on the steps that I take to make my Commercial Real Estate investments (Retail, Office, Self Storage, etc) including successes and lessons learned. We cover advanced techniques for purchasing, operating, and exiting your properties, from the best people in the industry. You will learn everything you need to know about real estate investing. We are based in San Francisco / Silicon Valley and also cover how technology affects Commercial Real Estate, and how you can stay ahead of the game. Support this podcast: https://podcasters.spotify.com/pod/show/best-commercial-retail-real-estate-investing-advice-ever/support (https://podcasters.spotify.com/pod/show/best-commercial-retail-real-estate-investing-advice-ever/support)

  1. FEB 5

    How to Pivot in Real Estate? Lessons Learned in The Last Year

    How to decide what to invest in next? Is it ok to pivot to another asset class in real estate? How to look for and create opportunities where disaster strikes, and lessons learned in the real estate business over the last year. Bronson Hill, Managing Member at Bronson Equity, shares his insights. Read the entire interview here: https://tinyurl.com/ymukzsfn How do you decide what to invest in next, and what are you working on right now? The biggest factor for me is that I’ve had over 25 one-on-one phone calls with high-net-worth investors. A lot of times on these calls, I’ll ask, “What are your goals? What are you trying to accomplish?” And most investors don’t know. Then, I’ll ask, “Do you want cash flow? Do you want tax benefits? Do you want appreciation?” And they’ll usually say, “Yes, I want all of them.” And I get that; I want all of them too. But the real question is, what’s most important right now? The challenge for many of us is that we don’t know what we want. For investors, it’s really important to get a clear idea. Today, a lot of people say, “Real estate used to produce cash flow, but it’s really hard to find now.” So, the question becomes: what assets are producing cash flow today? Once I identify that my main goal is cash flow, there are a few areas I look at. Real estate debt funds. There are partners and funds out there that typically provide monthly cash flow, and these days we’re seeing annual returns in the 10–15% range, paid monthly. This is usually a lower-risk position, especially when you’re in the first position or senior debt, meaning there are no other creditors ahead of you. Low leverage makes it even better—around 50–60% loan-to-value. That makes a very safe, real-estate-backed asset where you’re basically becoming the bank, or part of a pool of loans providing lending for people buying properties. What's something that you learned in the last year, maybe in real estate or in owning your own business, that you think is important for people to also learn from your experience, not their own? Reinvention is really important to be able and willing to learn and try new things. As a passive investor, sometimes it's great to be a certain type of investor, and other times it's great to do something different. Like in our business, we've continued to reinvent where this multifamily worked well for us for a while, and then we were raising capital and doing deals, and then we just realized that we're just not seeing the cash flow there. And also, a lot of investors have lost their appetite for doing lots of family stuff. We're doing different things that actually we find exciting, and that we feel like a lot of investors are there just wanting to try to find ways to make it work. Being willing to look at new things like the chat GPT is amazing just to ideate, to come up with ideas. Somebody said, if you were to write down what the biggest goals are in your life? Personally, your legacy with your kids, with your spiritual life, your health, and then you had somebody sitting right next to you that had a one in 10,000 person IQ, and they were helping you to solve these problems. That's what ChatGPT is. It doesn't always get it right. It does hallucinate. You've got to filter everything. But in a way, I get that the ideation is huge. A lot of times, we fail because we're not willing to keep coming up with new ideas and keep trying new things, and I think Chad is really great at helping with that. Bronson Hill Bronson Equity Text Cashflow to 33777 to get his Favorite Cashflow Investments Guide Join our investor club here: www.montecarlorei.com/investors

    21 min
  2. 11/20/2025

    100% Bonus Depreciation & Other Tax Benefits in Real Estate

    Can you take 100% bonus depreciation on parts of your property? What is the difference between accelerated depreciation and bonus depreciation? What are some other things you may now know to depreciate even more in real estate? Tom Brodie from CSSI shares his insights. Read the entire interview here: https://tinyurl.com/4pver7wk There have been some updates this year with the Big Beautiful Bill. Let’s start with Section 1709. The biggest one, as far as the Big Beautiful Bill, is a 100% bonus depreciation, which means anything less than a 20-year asset can be written off 100% of its value right now. That was in place from 2017 to the end of 2022, and it started dropping by 20% a year. This bill brought that back. The current tax law was going to phase it out by 2026. It was 20% starting after 2022. It was 100% in the drop, 20% a year, which was going to be gone. They brought that back with the bill, which is significant. The other thing is that Section 179 was an energy-efficiency tax deduction. You give some, and you take some. By bringing back the 100% bonus, they’re going to phase out Section 1709(d) in 2026, where this is really beneficial. If someone built a larger building, for example, 40,000 square feet, there is a dollar value per square foot that you can claim as a deduction if your building is more energy-efficient than the building standard from 2007. Anything built in the last 5 to 6 years, or even maybe longer, is going to be more energy-efficient than something from 2007. That is all found money because all you have to do is engage us to have a study done, and we can get you a deduction. What is the difference between bonus depreciation and accelerated depreciation? Accelerated depreciation differs from what most CPAs do today. Typically, they depreciate a building over its full economic life. For example, the economic life of an office building is 39 years. With accelerated depreciation, we break the building down into its realistic economic life. That can be 5, 7, or 15 years, while the structure itself is 39 years old. When you break it down into those component pieces, you’re accelerating the depreciation, which is a misnomer. In my world, you’re actually depreciating it correctly. If you’re depreciating something over 39 years, it’s not going to last only five years. That’s wrong. The IRS has accepted this method. To differentiate it from what’s happening now, and what most CPAs do, they call it accelerated. What bonus depreciation does is it takes the 5, 7, and 15 years and says: if you’re eligible for 100% bonus, you can write off the total cost of those assets right now. That’s what 100% bonus depreciation is. It’s looking at everything that’s not structural and writing that off. Cost segregation is the study that breaks down a building’s assets into their component parts. Once the assets are broken down, you can apply bonus depreciation or use accelerated depreciation based on the economic life units. Tell us about the green zip drywall tape. It's a green mesh tape is a type of drywall tape that can be removed. You apply it like regular drywall tape, then mud over it and paint it. The great thing is that if you ever need to remove the drywall, you can take off the baseboard, grab the bottom of the tape, and pull it up. Because it’s a nylon mesh, you can pull it up to expose the screws, then unscrew the drywall and take it down as one piece. The fact that you can remove it so easily makes it a reusable asset. The IRS recognizes this as a five-year asset. Since it’s a five-year asset, everything connected to that wall can now be classified as a five-year asset. Tom Brodie CSSI - Cost Segregation Services (713) 906-3710 tom.brodie@cssiservices.com www.CSSIServices.com/tom-brodie

    24 min
  3. 11/06/2025

    How I Made 25% IRR on My Worst Investment!

    How did I make money on my first and worst investment? I’m going to be breaking down my first and worst investment and how I ended up making money on it and getting a free storage facility even after closing the business for 2 years. Read this entire interview here: https://tinyurl.com/mr22f6mx Top lessons learned from this experience: - Don’t ever get into an asset class that you know nothing about without first going to industry specific events, building relationships, asking questions, and getting an advisor to help you analyze and purchase your first deal. - Buying portfolios can be a great thing, you get multiple properties at a discounted rate, and after you buy them, you split them up and sell a few at market price, while keeping the others. - This is not really related to car washes, but I have heard that the first offer you get is typically the highest offer you will get, and it turned out to be true in this case. When I decided to sell them while they were still open, we got an offer that was higher than the one that we ended up taking, but I turned it down because at that time the properties were not distressed and our sales price was based on actual NOI. However, it confirmed this theory that the first offer that you get is typically the highest offer you will get. - Work with a broker that exclusively sells that specific asset class, and follow up with them on a regular basis to make sure you and your properties are on top of their mind. I’m a believer in showing up and following up because people easily forget about you, whether you are selling or buying a property, you need to keep people accountable. This is not to say that the broker wasn’t working on them, but it was to keep reminding her that I was really interested in selling them. My follow ups were about once a month/once every other month. - There’s a known saying in real estate that “You make money when you buy”. And because I got these properties at a great price, and even though the deal was a complete failure, that is another reason why this worked out. Proving another real estate theory to be true. Three years after purchasing these properties I decided that it’s not worth my time to try to fix it, and that I’d put the car washes up for sale, and close them completely. Not knowing when I was going to be able to sell them. I decided to take the hit on the mortgage payments until I sold them because my time was not worth the time that I was spending trying to solve that problem. The mortgage payments were cheaper than my time. The car washes stayed closed for two full years. Last year I managed to sell one of them, and this year I sold the remaining two, two years after completely closing them. I hope that you can learn from my lessons learned, so that you don’t have to make the same mistakes that I made. To better investments! www.montecarlorei.com/investors

    12 min
  4. 10/23/2025

    Why Are Car Washes a Great Investment? Why is Now a Good Time to Buy? What Should Investors Keep in Mind?

    Why are car washes a great investment? What investors should keep in mind when buying car washes? Why now is the time to buy? Why have car washes grown in popularity? Melissa Croll, Associate Partner at Attlee Realty, shares her expertise. Car washes have been a hot topic with investors for the last few years, why are they a good investment? The popularity of car washes has definitely grown since I started. We began selling car washes because there was an influx of equipment orders. We were asked by an equipment operator to start doing site selection. In the beginning, we were looking for land, and that eventually led to what we do now—selling existing car washes and everything that comes with them. What’s really brought car washes to the forefront is the recurring memberships. Every city has its own weather challenges. Here in Dallas, for example, we sometimes get those random freezes that people might not know about. Other markets have a lot of rain. It depends on your market, but these recurring memberships allow somebody to sustain income even during the down times. You don’t need a sunny day to make an income if you play your cards right and build those memberships. Another reason is that car washes are low-labor businesses, which is part of why they’ve become so popular. With self-serves, for example, you have minimal staffing needs. Of course, you still need someone to pick up trash and ensure everything is working correctly, but not having to hire a large staff is very appealing to investors. The express tunnels need a lot fewer people than opening a restaurant or a retail store. What should investors keep in mind when buying car wash sites for building a car wash? It’s real estate 101: we need to consider our location. This is especially important in car washing, because you have to think about a car wash as an impulse buy. If I am driving down the road and there’s a car wash, I should stop. But if I can’t turn around or get to it, I’m probably not going to turn around and go back. Now, if it’s right there and I can easily get to it, I’m going to pull off and wash my car because it was an impulse buy. These are all things we look at: ingress, egress, and population. You want to make sure the area can support the car wash. How close is the competition? These are all considerations we take into account, even when we’re selling dirt. And whenever we’re working with somebody to rebuy a car wash, we go through all of this with them because, at the end of the day, we want our buyers to be successful. Hopefully, they’ll continue to buy more, and we love seeing them succeed. Why is right now a good time to buy car washes? I will say there’s a sense of urgency right now for many people. As you know, this year they passed the Big, Beautiful Bill, and this is huge for our industry. We’re back to 100% depreciation, and you can take advantage of cost segregation. What that means is you can write off equipment and similar items, which can save significantly. I literally have people coming to me now in October trying to close before December 31, saying, “I need to close so that I can get some tax write-offs.” For many reasons, I’d say there’s a sense of urgency right now. If you want to take advantage of buying a car wash and benefiting from that tax law, you need to do it now because a car wash deal can take 30 to 90 days to close, so we’re really at that point where, if you’re going to get it done, you need to be going under contract now. Melissa Croll melissa@attleerealty.com https://www.instagram.com/carwashprincessmelissa/ www.carwashtraders.com Join our investor list here: https://montecarlorei.com/investors/

    20 min
  5. 09/04/2025

    Lessons Learned on Our First Deal in 2025

    Today we are talking about a deal we recently raised for, mostly so you can understand some of the things that happen behind the scenes and why we decided to have this be our first syndication for 2025. Read this episode here: https://tinyurl.com/2km2c2k9 Why did it pass our test besides the fact that these partners have a great track record and having exited 4 deals with them? 1. Low vacancy. There is a shortage of small bay industrial in the Phoenix market, people have been building large bay industrial. For the small tenants that need a smaller space, the available inventory is very low. 2. Leases expiring and below market. A lot of the tenants had their lease expiring during our ownership, and the vast majority is below market, one of the largest tenants in the property with the biggest rent upside, already decided to not renew. We underwrote them not renewing a year from now, and they are significantly below market. 3. IG Leases. All of the tenants except one are on industrial gross (IG) leases. We are converting all of the tenants to NNN leases. This will also increase the bottom line for our investors. 4. Prohibited cost to build. Besides the market having very low vacancy, the vast majority of tenants being between 30 to 70% below market, and the leases expiring in the next 24 months, small bay industrial is cost prohibited to build. It costs more to build than the rents that you’re going to get. We are purchasing the property at a significant discount to replacement cost. The property was built in 1999 and it looks really good. 5. Location. The property has freeway visibility and is right next to the freeway exit. 6. Market. Phoenix is a phenomenal market. It has a 16% population growth since 2010, a job growth of 45 to 50% since 2010. The personal income tax is very low at 2.5%. They’re exploding in terms of plants, campuses, and jobs being created in the area. There is a $65 billion chip plant being created next to the property. There is a $20 billion Intel expansion. These are all creating jobs, which is always a great sign of a phenomenal market to be in. Final Thoughts The raise took a little bit longer than what we thought it was going to take. We did not finish the entire raise and still have a couple million to go, however, we did manage to close on the property and the couple million that we have to go is mainly for reserves, so that still needs to be finalized. Commercial Real Estate Tips Learned Recently: Turn expense into income: e.g., rent dumpster out. You can open a Senior Living home in any state if one tenant has a disability due to the ADA / Fair Housing Act. Always over-raise in case investors don’t send funds. If a deal blows up, attorney often refunds fees (to keep you as a client). When you refinance, you don’t pay taxes. This means you can cash out of a property, or get a line of credit, and buy another property without paying taxes on that down payment. Make sure you are comfortable with the LTV’s when you cash out. Interest rates are always negotiable, you can get ~0.25% interest rate break if you open a checking/savings with lender. When developing a property from the ground up, always assume that the piece of land has all of these: endangered species, wetlands, easements, utility issues, trees – until proven otherwise. This means you need to get all of these reports and surveys done (amongst many other things)) before purchasing a piece of land for development. Join our investor club here: https://montecarlorei.com/investors/

    20 min
  6. 07/03/2025

    What Are The Pros And Cons of Office, Retail, and Industrial? How To Overcome Fear in Investing?

    What are the pros and cons of office, retail, and industrial? What should your real estate agent do for you as a buyer? How to get over fear in real estate investing? Trinity (Trent) Herrera, commercial director and real estate consultant of Black Tie Real Estate, shares his insights. Read the entire episode here: https://tinyurl.com/4dzzaart The pros and cons of office Professionals need an office, so it's a staple in downtown areas. A stabilized office can fetch a premium. Some of the most expensive and impressive buildings in the world are office buildings. The cons are that we have a lot of office vacancies, and we have more work-from-home opportunities post-COVID, which completely turned the office upside down in some cities, counties, and towns. We have many cities with a lot of impending office vacancies. However, as another pro, I'm hearing about a lot of discussion about multifamily conversions and turning these office buildings into high-quality multifamily units, which also serve a need. The singular scariest thing about offices as products is being left responsible for the building. If it's 30% vacant or more, that's the single most frightening thing. The pros and cons of retail The cons we're talking about here are the opportunities. What scares us are often the opportunities. While the scariest part of an office could be holding the bag, paying the property taxes on a building that's assessed for what it's worth is a little frightening. But when you lease it, when you hold and plan correctly, you have a good team, and you have it for 10 cents on the dollar because it's been vacant, it's a whole different story. If you want to be extremely safe, you'll put your money in a savings account. If you want a slightly higher risk, you put in a retail triple-net tenant that will give you the mailbox money, but it's at 5%. It goes for everything. The pros and cons of industrial The biggest pro for me is that there has been a recent focus on the domestic industry. We have a lot of local infrastructure being built around US-based industries, such as manufacturing, warehousing, new Amazon distribution, data centers, and OpenAI Stargate. A lot of money is being invested in it. There is this sentiment that each country should be able to manufacture its products, and I think we're sensing that now. Hopefully, we continue to see this trend. Americans love buying things. The same reason that retail works is why the industrial works. So much industry is built around shipping products, getting them from A to B, warehousing for Amazon, etc. Even if people stop going to the retail store, Amazon is always going to need warehouses. There will be many companies providing other forms of distribution and accessory services to Amazon. As long as Americans love buying stuff online or in person, the industry will likely remain strong. And then there's opportunity. There are a lot of small towns, especially here in Texas, that have 100 to 300,000 people, where you can buy quality industrial for 30 dollars a foot. If you can tolerate a hold and lease it up in a year or two, those deals can be had all day, and there are lots of more stabilized national credit tenant deals to be had. There are all sorts of things that can be found with a propensity for appreciation. Trent Herrera trinity@blacktie-re.com  Join our investor club here: https://montecarlorei.com/investors/

    26 min
4.9
out of 5
139 Ratings

About

Getting started with Commercial Real Estate Investing, or an experienced investor? This is a weekly podcast on the steps that I take to make my Commercial Real Estate investments (Retail, Office, Self Storage, etc) including successes and lessons learned. We cover advanced techniques for purchasing, operating, and exiting your properties, from the best people in the industry. You will learn everything you need to know about real estate investing. We are based in San Francisco / Silicon Valley and also cover how technology affects Commercial Real Estate, and how you can stay ahead of the game. Support this podcast: https://podcasters.spotify.com/pod/show/best-commercial-retail-real-estate-investing-advice-ever/support (https://podcasters.spotify.com/pod/show/best-commercial-retail-real-estate-investing-advice-ever/support)

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