We are LIVE right now!

Go against the Real Estate Grain with Michael Sherwood

Go against the Real Estate Grain with Michael Sherwood (CFFL 0018)

Never Miss an Episode!

Subscribe to the Land Academy podcast

Go against the Real Estate Grain with Michael Sherwood (CFFL 0018)

Go against the Real Estate Grain with Michael Sherwood

Jack Butala:                   Mike Sherwood is a Real Estate investor, broker, property manager, he’s been involved in Real Estate since 2007 buying his first duplex at 22, he currently owns 45 units and manages over 175 units primarily focused on multi-family homes in Buffalo. Hi Mike!

Jill DeWit:                            Hello.

Mike:                                    Hey, how is it going guys?

Jack Butala:                   Good, I’ve got Jill on the line, I hope you can hear her okay.

Mike:                                    Yeah, I can hear her, she’s a little soft spoken, but I can hear her.

Jack Butala:                   That’ll change in a minute, trust me.

Jill DeWit:                            I was waiting for that. Do you like Mike or Michael?

Mike:                                    It doesn’t matter. The only time I’m usually called Michael is when I’m getting yelled at by my wife.

Jill DeWit:                            I will call you Mike.

Jack Butala:                   Did you get yelled at for doing a podcast at 7 o’clock on Tuesday?

Mike:                                    Well, my wife has become very understanding about Real Estate and having a business and working, so she’s really kind of cool about it. When we first started dating she was like, “Oh, that’s kind of cool, but it takes up a lot of time,” and she didn’t like it, but she kind of understands it now.

Jill DeWit:                            That’s good.

Jack Butala:                   We always end up talking about people’s spouses on these shows.

Jill DeWit:                            It’s funny.

Mike:                                    I think the reason why that happens is because you kind of need to be on the same page with a lot of this stuff, and if you’re not, then you run into issues, so my wife understands it’s something for our long term retirement, so she gets it.

Jack Butala:                   We have a pretty large member base now of people where we all together buy land and sell land and sell it on terms and generate a pretty good income stream, and one of our members recently said that his wife didn’t buy into this. He’s one of our most successful members by the way, when he started, he said his wife was so skeptical that he had to do a real quick flip, just for like a thousand bucks I think, or 7 or 800 bucks he made on it, just to convince her that this really can work.

Jill DeWit:                            After that one, she’s in, she’s like “Okay we’re good.”

Jack Butala:                   Happens to all of us. I would say the worse thing that can happen if you walk into a casino is that you win in the first three minutes. Then it’s like you’re just prolonging the death.

Mike:                                    Definitely the case. I guess I’m very fortunate that she gets it. The only thing she doesn’t like about it is that we kind of sacrifice a little bit on the Real Estate stuff because it’s more of a long term strategy. She kinds of looks at it and says, “Hey, when can I buy more purses? Hey when can I buy this, hey when can I buy that?” I’m like, “This is for our kids.”

Jack Butala:                   That’s great. No one can argue with that. “This is for our kids.”

Jill DeWit:                            That’s good.

Mike:                                    Yeah. We don’t have any yet, but I know it’s coming. It’s definitely going to come some time. Probably the next year or so I’d say. We’re closing on a house, like an actual house to live in, rather than an investment, in December, middle of December. It’s exciting, I’ve done it many times, but I actually got sick to my stomach when I signed the paperwork because I was like “This is the first house I’m going to buy that isn’t making me money, and it’s not an asset.”

Jill DeWit:                            We have to back up and record all this Steven.

Jack Butala:                   This is actually the real call now, because Mike and I had the pre-call earlier.

Jill DeWit:                            Oh, did you really?

Jack Butala:                   Yeah.

Jill DeWit:                            Sorry.

Jack Butala:                   While you were selling stuff on the phone.

Jill DeWit:                            I was selling stuff.

Jack Butala:                   Nice work by the way.

Jill DeWit:                            Thank you very much.

Jack Butala:                   In fact, if it’s okay with you guys, I’m going to read the bio that I should’ve read right when I called everyone.

Jill DeWit:                            Okay, cool.

Jack Butala:                   Michael Sherwood is a Real Estate investor, broker, property manager; he’s been involved in Real Estate since 2007, buying his first duplex at 22. He currently owns 45 units and manages over 175 units, primarily focused on multi-family homes in the Buffalo, New York area. Mike was exposed to his grandparents rental duplex of 25 years, and they frequently told him “This is how you make money in your sleep.” Mike, if that doesn’t say it all about rental properties, you know, if my grandmother can do it, that kind of thing.

Mike:                                    That’s absolutely true. My grandparents got me started on this when I was young, they had a live in tenant for over 20 years, paid the same rent amount every month, great guy, but that helped fund my college, that’s what paid for my college.

Jack Butala:                   Wow.

Jill DeWit:                            That’s awesome.

Jack Butala:                   That’s a great story. As I told you on the pre-call, I was excited to have you on the show today because you’re in Buffalo, New York, or the Buffalo area I should say, and in the main education program that we expose our beginning investors to, I use Upstate New York and Western New York as a great example to buy super inexpensive, unwanted rural vacant land. I wanted to hear it from you first hand, do you see really unbelievable land deals?

Mike:                                    I’ve seen some, we’re not involved in a bunch of land deals, but mineral rights and other things are kind of occurring in Upstate New York, so there’s a lot of land and that’s what people are buying it for. They’re buying it and making money on it, and the Buffalo area is definitely rebounding, because people are starting to pick up land, and snap up land because they’re looking at it, they’re saying, “Hey, the city of Buffalo is starting to revitalize, you got the [inaudible 00:05:55] in there, you got lot of people throwing around a lot of money, and the real estate is really starting to rebound.” This year and the last couple years were the first years that we’ve had where investment Real Estate has gone multiple offers above list price. That never happened in 5 years.

Jack Butala:                   That hasn’t happened in my lifetime there, I don’t think. Maybe when I was a little kid, but … I’m way older than you.

Jill DeWit:                            Love it.

Jack Butala:                   So, what’s your perfect acquisition? What do you really look for?

Mike:                                    I actually have a Real Estate partner as well, his name is Charles Bromwell, and he primarily is the day to day operations guy, and he’s the one looking at the numbers and stuff like that. Primarily what we focus on is trying to get as many doors under one roof, because then our transaction cost tends to be a little lower because we’re spreading them out over multiple units, we can negotiate a little bit better favorable terms because it’s commercial property. There’s a lot of investors out there who aren’t as experienced in dealing in the commercial realm, so that’s primarily where we try to focus. We try to get six and above, we have a couple five units … It’s kind of tough, one to four is kind of running the middle [inaudible 00:07:30] what the market says what it’s worth, versus the commercial that’s kind of based on what you’re getting in for the income, so we tend to focus on the bigger places.

Jack Butala:                   It’s a whole different financing situation too, right, at 5 plus it’s commercial loan.

Mike:                                    That’s right, and a lot of people have a hard time with that, because they don’t really know who to go to, they don’t know will this bank be this or that person, and they really don’t know. Not only that, the terms tend to be different because those loans tend to reset the interest rates over time, and they tend to have different terms, so inexperienced investors that I’ve run into, they’re like “Hey, I want to do commercial Real Estate,” I kind of tell them, “Why don’t you focus on duplex, live in duplex, get a live in duplex, find out if you want to be a landlord.”

Jack Butala:                   For the record, I think you’re absolutely doing this right. I had many properties long before I bought my primary residence and I felt the same way about signing those papers. I’m like, “Man, this is just…” It’s kind of like financing a car. There’s something that’s just not right about it, for some reason.

Mike:                                    I was sweating.

Jill DeWit:                            Love it.

Jack Butala:                   All right, there’s tons of guys out there doing this, trying to do what you’re doing, what makes you successful?

Mike:                                    I would say, ideally what’s made me successful is that I am actually a software programmer. I program computers, I do a lot of programming, coming at it from a methodical programming world, and using systems along with Real Estate has definitely made it much more streamlined. I focus primarily on getting call systems in place, getting property management software in place, getting Google drive, Google documents, collaboration tools, CRM’s. The idea is that we have all these systems, and we have ways to link them up, and we still use the basic Excel spreadsheets as well, back in the envelope when we have to come up with a quick number. I’ve built dashboards and stuff like that that look at the analytics of sales and stuff like that for Real Estate. I tend to look at a little bit of everything, and then I have a good partner. Honestly, that’s also what’s made me very successful is that he offsets the strengths that I have with some of the strengths of his own. He’s kind of like a chief operating officer, he keeps all the balls in the air at all times, and everything running on all [inaudible 00:10:18].

Jack Butala:                   That’s great. I’ve written several blogs centered around this topic. The worst mistake you can make on your first transaction of buying Real Estate … There’s so many things you have to do before that to get organized. I don’t think it needs to take 3 years or anything like that, but I think you have to get your head straight, get a plan laid out, and we preach sending out direct mail to try to get the best deals and acquisitions, and you have to be looking at 20 or 30 properties that aren’t even listed for sale before you start making decisions about the best ones to buy. It sounds like your approach is similar.

Mike:                                    Yes, absolutely. Actually I think more than ever, I think direct mail, and that’s something that we have had some experience with, but I think direct mail more than ever is more and more important, because there’s so much competition or deals that are in ML for example. If it’s on the ML, anybody can get it, you’re not beating anybody to that deal. The best deals are gone before they ever come on the market.

Jill DeWit:                            Right.

Jack Butala:                   I wrote a blog on that exact topic. If you’re looking at buying a piece of property as an investment that’s on a multiple listing, it’s too late, stop it, that’s not how you do it.

Mike:                                    I fully agree.

Jack Butala:                   What are you working on right now, anything good?

Mike:                                    Right now, we actually just rehabbed a 4-unit in Lackawanna.  Lackawanna is a suburb of Buffalo, and we have a couple properties there. What is interesting about it is there was one person that was living in there, all the other units were vacant. It just needed a lot of updates, there were some mechanical issues as far as the plumbing and stuff like that, so it was kind of a gut job for all the other units. The one unit that actually was occupied, was occupied by a hoarder, so it was interesting.

Jill DeWit:                            Oh my goodness. Oh my gosh, like newspapers, and-

Mike:                                    Yeah.

Jill DeWit:                            Got it.

Mike:                                    Lawn gnomes.

Jill DeWit:                            Wow. Anything they could find on the sidewalk.

Mike:                                    Yes.

Jack Butala:                   I’m from Detroit, and we live in Scottsdale now. I haven’t heard anyone talk about a frozen pipe or any of those issues with Real Estate in decades. My hat’s off to you because you guys have to deal with all that stuff all the time.

Mike:                                    All the time, yeah, we definitely deal with that a lot. What’s actually also super interesting about this deal is that we got into it really cheap, I think we bought that 4-unit around 50k.

Jill DeWit:                            Wow.

Jack Butala:                   That’s like our prices, Jill.

Mike:                                    Yeah, we put about 20k into it, and we refinanced it for about 120.

Jack Butala:                   Oh my gosh, so you walked out with some money.

Mike:                                    Oh yeah. Some money, and then some.

Jill DeWit:                            That’s awesome.

Jack Butala:                   Wow, so that is your niche. That was my next question, like what’s your niche?

Mike:                                    Well, that’s kind of been something we’ve been experimenting with. One of the drivers and the engines of our company is property management, so we manage for other investors. One of the things we’re thinking about is why don’t we buy a bunch of these destroyed homes, put a little fix in them, fix everything up, clean it up, and then sell it with property management in place? Because then, we know the property better than anybody and that’s a selling point.

Jack Butala:                   There are so many ways to go at making money in Real Estate and I love it, that’s one I have not heard. Hey, tell me you saved, after you refi’d it, you went and spent the money on another deal, right? Not your primary residence.

Mike:                                    Of course. Actually, Charlie my partner, he has an LMA, essentially what it is is a line of credit, and one month LIBOR plus 400 base points, that’s around 425. So, what we’ve been doing is we go out, acquire Real Estate, do a deal and then we pay it back.

Jack Butala:   Every single month we give away a property f or free. It’s super simple to qualify. Two simple steps. Leave us your feedback for this podcast on iTunes and number two, get the free ebook at landacademy.com, you don’t have to read it. Now go buy some property.

If you enjoyed the podcast, please review it in iTunes . Reviews are incredibly important for rankings on iTunes. My staff and I read each and every one.

If you have any questions or comments, please feel free to email me directly at steve@LandAcademy.com. And don’t forget to check out LATV. This is dedicated to all things rural land.



I would like to think it’s entertaining and informative and in the end profitable.

And finally, don’t forget to subscribe to the show on iTunes.

Leave a Reply

Your email address will not be published. Required fields are marked *

LA 1973 wp

Interview With LA Ambassador Karl Lathus (LA 1973)

Join us for a candid conversation in this interview with Land Academy Ambassador, Karl Lathus. Get a peek into what it’s been like for Karl and his wife as LA Ambassadors. Want to learn more about land investing and connect with our community? Visit our

Read More »

No need to hire staff - we did it for you.

Land Academy PRO is the brainchild of founders Steven Jack Butala and Jill DeWit. Designed at the request of Land Academy members who are ready for a higher level, we’re excited to continue to provide the tools and support needed by professional investors.

Each level comes with a preset amount of included data, Concierge Mail service, and postage. For example, the Green level includes 6,000 units of completed-for-you mail completely out the door at no extra cost to you.

All levels include a PatLive introduction and preset script (we will set up your phone answering for you), use of Land Academy’s personal Transaction Team to manage your deal flow, an AirTable (CRM) base setup managed by our (and your!) Transaction Coordinator, personal weekly consulting, weekly office hours, and includes your Land Academy subscription cost.

If you’re making this a business, Land Academy PRO takes the work off of your plate so you can focus on the things that matter – like running your business.



per Month



per Month



per Month



per Month



per Month

Concierge Data+ (with data) Included mailers each month (data + concierge + mailer + postage). Our team will do your data for it and get it out the door.
6,000 mailers 9,000 mailers 12,000 mailers 15,000 mailers 18,000 mailers
PatLive introduction at no cost We will help you establish your first script and get PatLive set up on your behalf to answer your phones.
$500 value $500 value $500 value $500 value $500 value
Transaction Coordinator Use of our personal Transaction Coordinator team to manage your deals. Trained and ready to go!
$7,500 value $7,500 value $7,500 value $7,500 value $7,500 value
AirTable Ready-for-you CRM managed by your personal Land Academy Pro Transaction Coordinator
$100 value $100 value $100 value $100 value $100 value
Personal Consulting 1 on 1 personal consulting with our Transaction Coordinator each week.
- - $1,000 value $1,000 value $1,000 value
Weekly Office Hours Weekly office hours with Jack and Jill + our staff. Private for LA Pro Members Only. (Think Career Path Office Hours)
$2,500 value $2,500 value $2,500 value $2,500 value $2,500 value
ParcelFact ParcelFact is included in your LA Pro membership with unlimited pulls.
$150 value $150 value $150 value $150 value $150 value
FREE Career Path Access
$23,000 value $23,000 value $23,000 value $23,000 value $23,000 value
Land Academy No more separate charges - Land Academy is included with LA Pro Membership. This includes all education, tools, support, and future releases.
$300 value $300 value $300 value $300 value $300 value
Subtotal: $8,550 value $8,550 value $9,550 value $12,050 value $12,050 value
Mail Value: $7,500 value $11,250 value $15,000 value $18,750 value $22,500 value
Total Value: $39,050 $42,800 $47,550 $53,800 $57,550
Apply Now Apply Now Apply Now Apply Now Apply Now

Disclaimer: *We have a monthly “use it or lose it” policy with mail and data – Land Academy PRO is designed to keep you on-track and consistent.

To cancel, all packages require a 30 day notice to move you back down to regular Land Academy membership.



Office Hours Schedule

FREE eBook

You Are Not Alone in Your Real Estate Ambition.

eBook redesign 2023 1 webp

Copyright © 2023 All Rights Reserved.


*eBook will automatically be delivered to your inbox. If you do not see it, please check your Spam/Junk Folder.