The $2M Aviation Business That Might Pay for Itself

8 Sep 2026 · 38 min · 12 chapters

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In short

The hosts review a California flight school acquisition and discuss why it trades at ~2x SDE, focusing on capacity constraints (flight instructors), aircraft maintenance/capex risk, and tax structuring (bonus depreciation, 179, accelerated depreciation) using SBA financing to reduce down payment and potentially create large first-year write-offs.

Guests

Heather Anderson (Acquisition Lab) and Jordan Flegel (Acquisition Lab). Jordan is CEO of Acquisition Lab, a community for acquisition entrepreneurs; he also helps searchers buy businesses and runs a $20M fund and portfolio services.

Key claims

Pilot shortage creates strong demand; the binding constraint is recruiting/retaining flight instructors. Low multiple may reflect declining earnings and/or deferred aircraft maintenance. With asset-heavy purchases, buyers can use SBA 7A plus 100% first-year write-offs on qualifying aircraft to offset taxable income.

Notable examples

Pipeline inspection flight-hour “hour farming” model; instructor pilots taking jobs where they can get hours; tax recapture risk if aircraft are sold later; SBA lending may require liens on aircraft.

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Chapters

Tap a time to open that second in VO

Understanding Aviation Business Dynamics

0:46 to 1:50

Discussion about the flight school's financials and industry trends.

“So I hope you enjoy this episode of Acquisitions Anonymous.”

Exploring the Flight School Features

1:50 to 5:28

Detailed overview of the flight school's operations and market outlook.

“I am here with Heather and Jordan Flegel from Acquisition Lab.”

Exploring the Flight School Features

6:16 to 7:23

Detailed overview of the flight school's operations and market outlook.

“I've incubated a lot of businesses over the years, a media company, a podcast business, a staffing firm, a quality of earnings firm, and several others.”

Analyzing Competition and Market Challenges

7:35 to 14:01

Discussion on competition in the flight training industry and pilot shortages.

“It seems like I would call that equipment rather than inventory.”

Understanding Flight School Challenges

14:01 to 17:08

Explore the labor and operational constraints faced by flight schools.

“So he lives here in Charlotte, North Carolina, but he works in Mississippi at this flight school in Mississippi because he basically has his pick and they're paying him the most.”

Evaluating Business Valuation and Cash Flow

17:09 to 20:27

Discuss the reasons behind low business valuation multiples and cash flow assessments.

“That's what I'm so curious about, guys, because this is by the description.”

Tax Implications of Buying a Business

20:28 to 23:09

Learn about tax deductions and cash benefits when purchasing an aviation business.

“you know, earnings perhaps is one, and maybe a lot of delayed deferred maintenance is another one.”

Tax Implications of Buying a Business

25:53 to 26:32

Learn about tax deductions and cash benefits when purchasing an aviation business.

“Enzo Technologies, that's I-N-Z-O, helps acquisition entrepreneurs evaluate technology risk during due diligence and manage cybersecurity, IT, and voice after close.”

Maximizing Asset Write-Offs for Tax Savings

26:44 to 28:00

Understand the benefits of asset write-offs and depreciation strategies.

“Like if I buy a building, I can't take the whole value of the building, right?”

Depreciation Strategies for Business Assets

28:00 to 30:12

Learn how various business assets like planes and vehicles can be utilized for tax write-offs.

“to$400 ,000 first year write-off on that property.”
Show all 12 chapters

Financing Aviation Businesses with SBA Loans

30:12 to 33:48

Explore the feasibility of obtaining SBA loans for purchasing aircraft and related businesses.

“So Heather, are you going to lend me money to buy this business that, you know, Jason just kind of hand-waved that 90 % SBA loan.”

Operational Considerations for Flight Schools

33:48 to 35:51

Understand the operational challenges in managing flight schools, including maintenance and staffing.

“You could definitely get an SBA loan if those all turn out well.”
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Transcript

Automatic transcript. May contain errors.

0:00James H. K. D. D. G. J. M. A.:Hello, everyone, and welcome back to Acquisitions Anonymous. This is the Internet's number one podcast on buying, selling, and operating small businesses. Today, we have a fun one. I am here with Heather Anderson and Jordan Flegel from Acquisition Lab, and we review a flight school in California. It's got a million bucks at SDE. They own a couple airplanes. It's a really interesting industry dynamic because there's a lot of structural tailwinds with a pilot shortage. And Jordan also tells us about accelerated depreciation and how you can own this business for free by combining the tax benefits, the write-offs, with an SBA loan to basically be$0 out of pocket to own this business because it has a certain number of assets.

0:42James H. K. D. D. G. J. M. A.:So it's a pretty cool deal structuring conversation in this episode as well. So I hope you enjoy this episode of Acquisitions Anonymous.

1:01James H. K. D. D. G. J. M. A.:One of the biggest risks in entrepreneurship through acquisition is buying a business with fragile systems, unclear demand, or a single owner who holds all the knowledge. Franchising approaches that problem differently. You are buying into an established brand with documented systems, unit level data, and repeatable operating playbooks. The hard part is knowing which franchises are actually worth evaluating. That's why Alex Merezniak, former CEO of 2U Laundry, built Fransi. Fransi is a free platform that helps acquisition-minded entrepreneurs explore franchise ownership without broker bias. You answer a few questions, and Fransi shows you franchise opportunities that align with your capital, lifestyle, and long-term goals.

1:34James H. K. D. D. G. J. M. A.:You also get free coaching from people who have actually built and scaled franchise businesses. If you are exploring ETA and want to understand whether franchising fits your acquisition strategy, visit franzi.com. That's F-R-A-N-Z-Y.com. And thanks to them for sponsoring today's episode. Hello, and welcome back to Acquisitions Anonymous. I am here with Heather and Jordan Flegel from Acquisition Lab. Jordan, nice to have you, man. Great to be here. We're psyched to have Jordan because maybe besides Heather, Jordan has seen more deals than maybe anyone I can think of because he helps searchers buy businesses all day, every day.

2:11James H. K. D. D. G. J. M. A.:so we wanted to bring Jordan on to some episodes and have him weigh in from his perspective as someone who's coached a lot of searchers so thanks for being here Jordan thanks for having me long time listener first time on the show so this is cool all right love it well we pulled a classic in classic acquisitions on the style we have pulled a deal that is new to all the hosts so we are learning right along with you so that's a fun part of the show you get to see our live reactions to these deals. So Heather, since you found this one, do you want to take us through it?

2:44Jay Haynes:Yes, I do. And it is also in my home of Orange County. So maybe that's how I found it here, I guess. This is on BizBuySell. It's a high profit, fully operational flight school academy in Orange County, California. Asking price is$1 ,995 ,000. Cashflow SDE is$950 ,000. established in 2015 gross revenue a million eight um business description oh boy this seems like a little maybe some ai was left in here because it says query successful and then it goes into the description uh this successful aviation training business uh offers comprehensive flight instruction programs ranging from introductory discovery flights to full certification for private and commercial pilots, including specialized airline pilot tracks.

3:35Jay Haynes:Key characteristics include they offer a structured curriculum for the airline pilot program, a private pilot program, and an aviation camp, and they accept international students. Instructors, the training is conducted by experienced instructors, some of whom are former airline and commercial pilots. Value proposition. They emphasize clear set pricing with no hidden fees, no club fees, fuel surcharges, or taxes, and offer flexibility, pay-as-you-train options with no deposits required. Partnerships. The school maintains strong industry relationships, including a partnership with a major airline to provide a pilot pathway program.

4:20Jay Haynes:A lot of Ps there, sorry. And an affiliate partnership with an established aviation college. The business operates a fleet of fixed-wing airplane aircraft maintained to high federal standards and provides training in a fun, professional, and fully certified environment. The aviation training industry is in a period of robust and sustained growth, primarily driven by an acute global pilot shortage. Flight school market outlook. Strong growth. The flight school market is projected to grow significantly with a CAGR of 6 % to 14 % through 2034 due to high demand for entry-level training. Key drivers.

5:02Jay Haynes:Growth is fueled by massive airline hiring needs, global air travel recovery, and expansion in regions like Asia Pacific. Operational dynamics. Flight schools benefit from high enrollment but are challenged by a shortage of flight instructors who are rapidly moving to airlines and the high cost of equipment. The future will emphasize advanced simulation and closer partnerships with airlines, including airline-owned academies, to secure the pilot pipeline. Interesting. That sounds like the competition. Commercial pilot demand, critical shortage. The commercial aviation sector faces a structural shortage, which is expected to worsen before peaking, driven by a wave of mandatory retirements.

5:41Jay Haynes:um higher high hiring major forecasts project a need for over 660 000 new commercial pilots globally over the next two decades uh favorable career although post-pandemic hiring surges have normalized the long-term outlook for remains highly favorable aspiring pilots enter training today are well positioned to capitalize on the sustained high paying demand and rapid career advancement in the next decade oh a lot of ai felt i felt like a lot of ai there um yes and

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7:34Jay Haynes:Inventory, 900 ,000. what?

7:37James H. K. D. D. G. J. M. A.:Airplanes, baby. That's got to be the airplanes.

7:40Jay Haynes:It seems like I would call that equipment rather than inventory. It's got to be airplanes. Facilities, executive office with pilot study lounge and flight simulator room. All computers and furniture. Competition. They talk about the shortage of pilots again. More about the growth and expansion again. Repetitive stuff. Let's see. Financing available. They don't say SBA. and a seller may finance, okay, and must have knowledge of industry and owner will stay on at part-time capacity for two months. He started his own jet charter business. He is the chief pilot.

8:18James H. K. D. D. G. J. M. A.:Oh, huge bomb at the end. Yeah. Huge bomb at the end. Okay. He's coming away. Okay, so Jordan, what does this business do? In your understanding. And they train people to be pilots. So like professional pilots, I get the sense they are doing some of kind of private pilot. You want to fly your own aircraft, but I think there's a sizable portion of you're going to become an airline pilot. You're going to fly for America Airlines, United, et cetera, after going through this school. You know, part of my ignorance, Bill, maybe, you know, maybe you don't, but is there not? I don't know. The major airlines, Delta, American Airlines, United, do they not have their own training programs?

9:00James H. K. D. D. G. J. M. A.:Is it really like you can just go to any random flight school and learn, and then you can actually get a job at one of these big airlines? I always thought it was more you come out of the Air Force for something, you transition into a commercial career, or you go through some program that they have. It just seems weird that they don't sort of own that whole pipeline end to end, or there's not a more clear way of becoming a major commercial pilot versus going to space.

9:26Jay Haynes:I have come across this before. So I think there's both. And I think the teaser kind of told us that the airlines are going to beef up their programs to help themselves with their own shortage. So that becomes maybe this company's competition. But in fact, yes, people can start out in a private pilot training program. What I understand is they just got to get a certain number of hours at each level. And so this is the most basic level. And you still have to get so many hours at this level of flight time before you can be eligible for like a regional pilot position in an airline. So I think because it's all about flight hours, you've got sufficient demand for these kind of independent companies kind of going alongside the airlines as well.

10:15I did a deal a number of years ago, very successful searcher deal where they flew airplanes over pipeline, oil pipeline.

10:27Jay Haynes:And the reason they do that is to find where it's leaking. So this is in the Permian Basin of Texas, and that's how you find out what's leaking and where exactly it's leaking. And there was a service to the oil companies that this business performed. And I learned a lot. That business itself was the pilots that they had coming in and going out were just getting their hours. They were just flying in that business for a few months, basically, so they could get enough hours to go to the regional pilot programs. And so there's all kinds of things that they look for. You know, how can I get more hours?

11:02Jay Haynes:And what's interesting is a lot of the flight instructors at this low level are just getting their hours. They're still actually kind of new pilots as well. And they're teaching flight school to get their hours.

11:16James H. K. D. D. G. J. M. A.:Well, Heather, that's not this business, but I love that the pipeline inspection business, their pilots are probably doing it nearly for free just to get their hours so they can advance. It's kind of like that. Do you remember the farrier business we looked at? Yeah. Horseshoeing business a long time ago where it was a farrier school and they were able to basically charge people to have their horses shooed while their students learned at the farrier school. Kind of the same thing in the business you talked about. So, and, you know, Jordan, I think to answer your question, it's probably both and like, I know all of the major airlines are training pilots, but in an acute pilot shortage, you know, you're more than happy to hire an already trained pilot off the street if you can versus somebody that you've got to handhold and bring all the way up.

12:01James H. K. D. D. G. J. M. A.:I think if you probably come out of the military or something, you go through the American Airlines flight school and learn how to fly 787. But if you can come in, you know, there's only so many guys coming out of the military that know how to fly airplanes. So this probably, you know, supplements that pipeline. So the folks that come out of these programs probably sit right next to the military aviators in the learn how to fly a 787 class at American Airlines, I would think. If I had to guess, I would assume that the majority of their clients are looking to be their own, you know, fly solo, solo pilots, fly their own small plane.

12:37James H. K. D. D. G. J. M. A.:The co-founder of my first company did this and he went through the flight school, got his hours and he flies a small four-seater and it's great take a little trip you go to two-hour flight go to you know have lunch on martha's vineyard in nantucket or the hamptons or whatever he lives he lives here in new york city and and fly back it's just super fun but yeah i know for him the decision was based on location i i feel like uh bill and heather this is maybe the type of business where you know location matters the most to get your hours in because you've got to go often. And so you're not going to go for a week to do this and then fly back to wherever you live.

13:16James H. K. D. D. G. J. M. A.:You're going to probably want some place you can drive to. So imagine sort of location and maybe not so much the sort of, which is, I think, to the positive of potentially buying this business. I don't imagine I sell chief pilot. The seller is the chief pilot. But it doesn't feel like a business where the personal brand reputation of the owner is what would maybe push someone into paying for the service or not versus just the location and convenience and I guess price point. Is that your understanding too or do you think brand matters for a small place? I think so. It's so funny that we're recording this podcast episode today because last night I was at Fantasy Football Draft and one of the guys in my fantasy league is an instructor pilot.

14:00James H. K. D. D. G. J. M. A.:So he works at one of these businesses. So he lives here in Charlotte, North Carolina, but he works in Mississippi at this flight school in Mississippi because he basically has his pick and they're paying him the most. So he said everybody at their flight school is just desperately trying to get their hours. They're just like there's a pilot scarcity. You know, you've got to get, I don't know how many hours it is. It is a lot though up in the air and you need, you know, qualified trainers that can fly with you and you can book it. And there's a shortage of them too, because they're all getting pulled into the airline pilot programs.

14:38James H. K. D. D. G. J. M. A.:It even says this here on the competition section that are challenged by a flight school's benefit from high enrollment, but are challenged by a shortage of flight instructors who are rapidly moving to the airlines and the high cost of equipment. So what's interesting about this business is the value here. We've spent, Jordan, you've probably seen this at Acquisition Lab with all the people buying the home services businesses that are very dependent on HVAC technicians and master plumbers and all these things that are hard to source and retain. I think you have the same thing going on here in this flight school, that the flight instructors are the scarce resource.

15:16James H. K. D. D. G. J. M. A.:And if you have enough flight instructors, the demand will find you. If you don't have enough flight instructors, you can't deliver the service, you can't deliver the hours, and your business is not going to go so well. So for me, that is a primary point of diligence here is who are my instructors? How long tenured are they? How well do we pay them? How does that compare to their alternatives in the marketplace? And how are we kind of sourcing? Do we have any kind of durable advantage or something that we can offer to flight instructors so I'm always going to be fully staffed? Because if you're not, you're going to be in a world of hurt, I think, pretty quick in this business.

15:53Jay Haynes:Yeah. Labor supply is the constraint. A lot like home health. We see home health care companies with the same thing. You have lots of demand, but your constraint is usually the labor. And it feels like that's the same thing here. The seller did point out, must have industry knowledge. so on the surface it seems like you could come along and buy this flight school without being a pilot but the seller's kind of telling us he doesn't think so thinks maybe you should have

16:21James H. K. D. D. G. J. M. A.:some industry knowledge before you try to run this school i mean before i teach people to fly at airplanes you know i would think i should at least get my own pilot's license at a minimum give you some credibility yes is there a license heather and and and if you're buying this as an asset sale, that might be a concern, no?

16:39Jay Haynes:I don't know if there is a school license. That's an interesting question. You know, in some forms of, you know, professional education and technical education, you do have licensing and credentialing. They didn't mention it here. So I'm sure what it probably boils down to in this case is it's the credentials of the instructors that are going up in the plane with you. You know, the teachers basically must be credentialed. Maybe not the school. You know, maybe that's not necessary. But they're offering a pretty fair multiple, if we're to believe this SDE. I'm very intrigued by that.

17:16James H. K. D. D. G. J. M. A.:That's what I'm so curious about, guys, because this is by the description. Now we have not signed the NDA, so we don't have the financials, the trending financials. But by the whole description and what we know about the industry, this is a capacity-constrained industry with a whole bunch of demand with sort of structural tailwinds. And this business has a million bucks of cash flow, and they're asking two times for it, two million bucks of total purchase price. What gives? Why such a low multiple?

17:45Jay Haynes:I wonder, it could be the recent growth. Maybe they were smaller last year and the year before, and they have not factored in or told us much about the aircraft fleet and maintenance capex so it's very possible that your million dollars of cash flow cuts gets cut in half if maybe could even be worse uh based on the cost of maintaining

18:09James H. K. D. D. G. J. M. A.:the aircraft fleet um because they said they've got nine hundred thousand dollars worth of airplanes

18:16Jay Haynes:um so that sounds like a lot and they said it's a fleet so is that that's three at least

18:23James H. K. D. D. G. J. M. A.:yeah probably three small small airplanes so that mean the purchase price is three million bucks so 3x sd i think you're making a good point heather about the capex to maintain the airplanes i mean that's i would hope that would be in this taken out of this 950 but maybe not it so rarely is on

18:44Jay Haynes:a teaser listing that i'm assuming it's not so and i don't yeah there is a business broker on this George Cozem of the Chase Group. But that's my concern is that is that really 950 of cash flow after I take it and you know maintenance of aircraft is extreme of course as it needs to be. The maintenance logs are extremely detailed and what you have to do at certain number of hours you know miles or whatever hours of use is just totally regimented. So you would hope some of it's built into the P &L, but you've got to believe there's some CapEx, like replacement of the plane. You know, like how old are these planes?

19:25Jay Haynes:And if you are to grow, you are also CapEx constrained because you've got to buy another plane.

19:31James H. K. D. D. G. J. M. A.:Yeah, that's the other problem is that you kind of have this lumpy stair-step growth where you got to buy more planes. So your growth here is constrained by ability to source flight instructors and ability to have enough operational airplanes for them to fly. Right. Otherwise, I mean, with this, it's kind of interesting. You can almost think of this as a marketplace business, right? Like you are trying to aggregate demand from students with the instructors and the flight time for them to go up together. And you're kind of matching that three way, the two way people plus the assets. I think you're both absolutely right to drill down on CapEx as well as the staff side.

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20:14James H. K. D. D. G. J. M. A.:And, you know, for me, and looking at this outside of the multiple being so low, just sort of jumping at a 2x multiple on SDE approximately, which, you know, there must be a reason why. And I think, yeah, declining, you know, earnings perhaps is one, and maybe a lot of delayed deferred maintenance is another one. But, you know, when you think about this business, if you're someone, if you're a searcher that has a lot of income. I almost put this in the category of a car wash or a yacht business or a luxury car rental business, short-term rental business, which you're probably not going to see on here, but assets that you can buy in the form of a business with a lot of the value here is, say,$900K of the $2 million purchase prices, inventory, it's in these planes, but where you can get a huge write-off.

21:07James H. K. D. D. G. J. M. A.:I'm just seeing, I just look at this, and I see bonus depreciation. I see 179 deductions and bonus depreciation. And so, Jordan, walk us through that a little bit. So we've got, you know, let's say we buy this thing at asking price. So you're going to pay$3 million. You know, one of the million is the plan. Two million, right? Two of the million. Two million is the asking price on the business. They said$900 ,000 of inventory.

21:29Jay Haynes:So we think that's -

21:29James H. K. D. D. G. J. M. A.:Oh, not included in asking price. Okay, got it. That's right. So it's$2 million of asking price. You add in 900 plans, it's 2.9, call three. So you got a million bucks of planes and two million bucks of enterprise value. How does that work from a tax deduction point of view for a buyer? Yeah, sort of just napkin math. Let's say it's three million purchase price, simple numbers. And let's say you're going to buy this business on an SBA 7A loan and you're going to put in the full 10%, you know, required down payment yourself, not have investors for that. And I'm assuming that some seller financing could probably get, but let's even say they got an SBA loan for the other, you know, 90%, 2.7 loan, an example.

22:04James H. K. D. D. G. J. M. A.:So you're buying a business for three million bucks, you're putting$300K down of your own money. Are you with me so far? So far, yes. So far, so good. So 10 % down on that$300K. And let's just assume about a million of the business I can write off the first year. $900K is planes. You can write off the planes 100 % the first year you buy. It's for 100 % commercial use, which this is. Ballparking on the numbers, call it a million. So I'm putting a$300K down, and I'm getting a$1 million write-off on a$3 million purchase. 10 % down payment, 90 % debt. If my tax bracket, again, simple numbers is about 33%, on that million dollar in the first year write-off, I'm getting$333 ,000, maybe a little higher.

22:48James H. K. D. D. G. J. M. A.:I live in a high tax state. I have a huge income, state taxes, and so on. Could push that even higher. Maybe I get a$400K write-off on that million dollar write-off, and a$400K savings. So it's called$330 ,000 to$400 ,000. And actual cash savings to me this year by buying the business, I'm only putting$300 ,000 down. Wait, Jordan, are you telling me Uncle Sam's buying this business for me? Yeah, Uncle Sam's buying this business for me. And so that's why when I see this right away, I'm just going, oh, I get a free business, I get a free business. And I'm hearing staff issues and this, and maybe it's declining.

23:23James H. K. D. D. G. J. M. A.:Yeah, yeah, but if I have the income. You're fine with that. I'm getting a free business this year. now, I have to send a personal guarantee for that 2.7 or whatever ends up being a million dollar loan. That's scary. If it's declining, that's scary. But I'm potentially getting a free business here. Wow, you're getting the business with functionally, it's not really no cash out, it's cash you would have already sent to Uncle Sam. I'm putting 300k in, but I'm, instead of sending Uncle Sam 330 to 400 ,000 this year, I'm not doing that. So I'm actually, you know, I'm getting this business and 20 to$70 ,000 thrown in.

23:58James H. K. D. D. G. J. M. A.:And you can, even if you don't happen to have that much income, you know, the 900K or so of income outside the business, the instant you close on this business, you have$950 ,000 of SDE, right? So you can start writing off against that. yep and i have an old um that will roll forward so all my future cash flow from previous years will be offset by the first year of my 2026 loss paper loss this year on the plane yeah now asterisk on that though right when you sell this business they're going to recapture that right buy until you die though right heather never sell these businesses that's what they say in real estate If I have a nice fun, I've got a couple of planes, I'm making a little money.

24:48James H. K. D. D. G. J. M. A.:I never sold that cashflow. But now this is where me not being a tax accountant kicks in here. Even if I keep the business, if I sell the airplanes, right, there's recapture. Like if I roll my fleet over and I buy new ones, right now still like time value of money, like Uncle Sam has effectively financed my down payment for free for the life of the for the remaining life of the airplanes, which is not a bad deal. But I have seen people get really kicked by the recapture later because recapture is at ordinary income rates because you avoided ordinary income as well. So you can get bit on the recapture for something like this, if it's a piece of property, you know, or more like a car wash, something you can hold forever, you know, better buy and then die type thing, like you mentioned.

25:37James H. K. D. D. G. J. M. A.:But the tax benefits are, I think, often overlooked by buyers when you buy an asset-heavy business. That's correct, especially one where you can take a 100 % deduct from the first year. When you close a deal, you inherit the cyber and IT problems that have been piling up for years. Enzo Technologies, that's I-N-Z-O, helps acquisition entrepreneurs evaluate technology risk during due diligence and manage cybersecurity, IT, and voice after close. CEO Nick Akers acquired Enzo and recently led the company through its first add-on acquisition. He brings a buyer-operator's perspective to what needs to be uncovered before the wire and stabilized once ownership changes hands.

26:19James H. K. D. D. G. J. M. A.:Enzo offers a complimentary IT risk audit of your target company to help surface the biggest risks in plain English and deliver a 30-day plan to reduce exposure and lower the risk of downtime. time. Visit enzotechnologies.com slash ETA and mention acquisitions anonymous. That's I-N-Z-O technologies.com slash ETA. Jordan, what are like the criteria for taking a hundred percent deduction? Like if I buy a building, I can't take the whole value of the building, right? So what is used in the business? Yeah. And Hey, first time here coming on the show, I'm not a tax accountant, consult your tax people, lawyers, whatever, whatever.

26:58James H. K. D. D. G. J. M. A.:But yeah, you know, really rich people buy assets that they can write 100 % off of. Now, hopefully they're productive assets. So if you buy a building, real estate, short-term rentals, you'll hear a lot about. We're moving away from plain zones. But what you do is something called the cost segregation study. I've done this. I own real estate, short-term rentals. When I have a big tax year, I want to buy a property and take advantage of bonus depreciation. So you buy a property, you do something called the cost segregation study, costs a couple thousand dollars. And they'll go in and look at the building and say, okay, everything that's in the 5, 7, 15, 20-year useful life, we're going to qualify that.

27:36James H. K. D. D. G. J. M. A.:Landscaping improvements, fencing, your roof, your appliances, your floors, things like that, or fall into those different buckets. All of that now, thanks to the Trump administration, it's just really been a boom to bonus depreciation in real estate investors, you can write all of that the first year, write it all off the first year. Typically, if you buy a million dollars short-term rental, you're going to get something like a$300 ,000 to$400 ,000 first year write-off on that property. The land is not depreciable, and the core building components, the walls, the foundation, that sort of stuff, you have to appreciate over the life of the building, which residential is at 27 and a half years, and commercial is longer.

28:21James H. K. D. D. G. J. M. A.:so a lot of people buy real estate for that reason but when it comes to yachts which you can charter out place and service if you're doing it really as a business as well as planes so private jets and yachts vehicles, in particular vehicles over 6 ,000 pounds it's supposed to be trucks for farmers but now it includes things like Mercedes G-Wagons and Range Rovers and that thing was fully appreciated Yeah, so people will wait until the end of the year. Okay, I've got a big tax income this year. If I have a business that I can buy this vehicle for, or if I'm a real estate professional and I can write it off, I'll buy a truck at the end of the year, place it in service that year, I get$100 ,000 write-offs or a G-Wagon or one of these very premium luxury vehicles.

29:08James H. K. D. D. G. J. M. A.:So it's an important strategy because you are, in the case of a plane or a boat or a vehicle, they're depreciating. So they actually are depreciating assets. But when you buy a car wash, which has a very high first year depreciation offsets from all the improvements to the property, all that equipment, I don't know, what do you call them? Those things that wash your car and the jets and all that stuff. You can write all that off the first year, even though it's going to serve you way longer than that. Self-storage gives you really great write-off, first year write-offs. And these businesses hopefully will continue to produce the cash flow or increase the cash flow.

29:48James H. K. D. D. G. J. M. A.:And if you're also buying the real estate involved with them, that real estate should continue to appreciate. So you can get really great write-offs on net-net. You can get really great write-offs on planes and cars and boats used for business, but they're depreciating. But when you buy real estate or car wash or self-storage, you still get pretty good write-offs, short-term rentals as well. But they're appreciating assets. So that's kind of the holy career. Interesting. saying. So Heather, are you going to lend me money to buy this business that, you know, Jason just kind of hand-waved that 90 % SBA loan.

30:23James H. K. D. D. G. J. M. A.:Can I get an SBA loan for this?

30:25Jay Haynes:I think you can. I see no reason why you cannot. I think the challenge, like I did that loan where there were aircraft involved and it was an SBA loan and we had to put liens on the aircraft. So I think this constraint here is not every lender has a process or most don't, I should say, for a leaning aircraft. It's different than rolling stock, you know, vehicles or regular business equipment. So, but I've done it and I know there are banks out there that can do it. So yes, I think you can get an SBA loan here. Yes. You know, we need to, we will be lending if we do an SBA loan off the cashflow after maintenance CapEx.

31:05So we will have to factor

31:08Jay Haynes:that in, you know, so this 950 SDE, what we're going to look at here is let's just say there's three aircraft. We're not going to use growth CapEx like buying that fourth one as part of the calculation. We're going to say out of the three, what does it cost to, like, what do we have to set aside to be able to keep them running and or replace them? So if one of them's coming up for replacement in two or three years, we need to know that, you know, what the average cost per year to, you know, put that, those funds aside, those dollars aside for replacement. That could get a little tricky. So there's probably some maintenance capex analysis that really a buyer would have to do before they could figure out financing.

31:46Jay Haynes:But if they could get past that point, yes, an SBA loan could be done here. And I would love to help you do it. I'm here in Orange County, but I am not going up in any of the planes.

31:58James H. K. D. D. G. J. M. A.:Are you getting, Heather, is there a hybrid loan structure here where some of the loan on the aircraft? Because it's a full one-third of the purchase price. Yeah. Where the aircraft loan is at different terms than the business loan? Or can you write through this all in?

32:12Jay Haynes:I like the way you think, Bill. Yes, you could maybe carve out the million dollars that's for the airplanes if they have a useful life that's longer than 10 years. You know, normally it's a 10-year term. Let's just say they have a useful life and you can document that they've got 20 years to go. You could get a 20-year term on the equipment piece, either through 7A or the 504 program. So you can combine those two programs sometimes. Sometimes it's beneficial to do it. And it would leave you more 7A runway for add-ons or whatever else or new aircraft that you might want to buy. So yeah, you could potentially get a longer term if we know more about the fleet of aircraft and what the remaining useful life is.

32:57James H. K. D. D. G. J. M. A.:If I'm buying these airplanes, I'm going to hope they have a useful life longer than 10 years because I don't want to buy three new airplanes. inside of 10 years, or that's got to go in the Excel model. Correct.

33:07Jay Haynes:Yeah. That would be your maintenance CapEx would be really heavy if that's the case. So I feel like the real, this has got so much in terms of tailwinds. I think lenders would understand that quite readily, that this is a business that will be in high demand. A buyer would have to show that they have enough experience to run this, maybe a pilot's license themselves. They have to show a really good lender plan on their labor constraint issue, you know, how they're going to be constantly recruiting new instructors and where they get them from and what that whole process looks like. And then the maintenance CapEx analysis of the aircraft.

33:46Jay Haynes:That's kind of three things. You can cover those. You could definitely get an SBA loan if those all turn out well. Intelligence.

33:54James H. K. D. D. G. J. M. A.:All right. So Jason's math is pencils. You can do, Uncle Sam's going to cover your 10 % down via tax deduction on your salary depreciation. Heather's going to loan you the other 90, and you own a flight school for free. And so as long as the business performs, you're in like Flynn.

34:13Jay Haynes:And you're flying over Newport Beach every day. You can go to the beach afterwards. It's beautiful.

34:19James H. K. D. D. G. J. M. A.:Yeah. I'm assuming you're leasing a hangar. Probably. It would be interesting if the hangar was also for sale, which you could finance over a longer term, right, Heather?

34:31Jay Haynes:They did not mention it, but yes, you could. And I have financed hangars before. They're on these long-term land leases with the airport. So as a real estate deal, they can get pretty hairy because you're not on fee simple land. You're on land lease with a lot of restrictions, obviously. But I have done those before as an SBA loan as well. Interesting.

34:54James H. K. D. D. G. J. M. A.:So it says facilities, executive office with pilot study lounge and flight simulator room, all computers and furniture. So it doesn't say hangar, Jason, but obviously the planes have to go somewhere. So maybe they just lease it, you know, or you pay a nightly fee to the airport or something. All right. Well, we are coming up on time. But so thank you for listening to this episode of Acquisition Anonymous. Jason, can you tell people a little bit about where to find you and what is Acquisition Lab? Sure. If you really want to look for me, I'm on Twitter and LinkedIn and things like that. I don't post that often, but also I'm happy to give out my email.

35:36James H. K. D. D. G. J. M. A.:I'm Jordan at Acquisition Lab if you're interested in what we do. I'm the CEO of Acquisition Lab. We are the leading community in the acquisition entrepreneurship space in the country. Been around for six years. We also have a fund where we invest in deals like this. We're buying a business with an SBA loan. $20 million fund. So we're actively deploying. And we have a platform, of course, where you can find source deals as well as off-market deals that our team finds. And then once you bought that business, we have a portfolio service arm. So we do accounting, finance, staffing, so on specifically for acquisition entrepreneurs who run small businesses.

36:13James H. K. D. D. G. J. M. A.:You can check out our website. We have a lot of content. We do events, meetups, quarterly meetups now in 20 cities across the country. You can come to, even if you're not a lab member. and then after that you can join the lab we have an annual summit so plenty of opportunities to engage be part of the community and when you need capital and when you need portfolio services we have that stuff too. I feel like we should have led with that. Jordan and the Acquisition Lab team are pretty much the go-to in this space for support in all types of ways. If you're interested in entrepreneurship through acquisition you want to get trained on how to do it you need support through your deal and then you need post-closing execution support and education the guys at Acquisition Lab are the ones to talk to.

36:52James H. K. D. D. G. J. M. A.:So you can find them at acquisitionlab.com. Yes, Jordan? Did I get it right? Yeah. Acquisitionlab.com. And there's a form on there. You can fill it out and someone will be in touch with you. Thank you for listening to this episode of Acquisitions Anonymous. If you liked it, there are 500 more, 500 more, geez, just like it on acquianonaquanon.com, our website. You can also get on our email list where we will email you the new episodes If you don't have time on your commute to listen to all the audio, you can skim it via text and just dip into the ones that interest you. So hop on our email list so we can get in touch with you.

37:29James H. K. D. D. G. J. M. A.:That's acquianon.com. And you can search all of the old episodes also by industry to find something you're into. So thank you for being with us today, Jordan. And thank you, listeners, for joining us for this episode of Acquisitions Anonymous. And we will see you on the next one.

37:50Thank you.

From the publisher

In this episode the hosts talk about a $2M Orange County flight school generating roughly $950K in SDE—and how SBA financing plus aircraft depreciation could potentially make the buyer’s effective cash investment close to zero.

Business Listing – https://www.bizbuysell.com/business-opportunity/high-profit-fully-operational-flight-school-academy/2422161/

Welcome to Acquisitions Anonymous – the #1 podcast for small business M&A. Every week, we break down businesses for sale and talk about buying, operating, and growing them.

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This week, the Acquisitions Anonymous crew reviews a fully operational flight school in Orange County, California, listed for roughly $2 million with $1.8 million in revenue, $950K in SDE, and approximately $900K of aircraft/equipment inventory. The school offers private and commercial pilot training, airline pilot tracks, discovery flights, and aviation camps, while benefiting from a major industry tailwind: continued demand for trained pilots.

But that attractive 2x-ish headline multiple raises a big question: what’s the catch? The hosts dig into aircraft maintenance and replacement CapEx, instructor shortages, the seller being the chief pilot, industry-knowledge requirements, and whether the reported SDE reflects the true economics of maintaining the fleet. They also discuss whether an SBA lender would finance the deal and how aircraft could potentially receive different financing treatment based on useful life.

Then the conversation gets especially interesting: Jordan walks through a hypothetical acquisition using an SBA loan plus first-year depreciation deductions on the aircraft. Under his simplified example, a buyer putting roughly $300K down could potentially generate tax savings comparable to—or even greater than—the initial equity investment. The hosts also cover depreciation recapture and why tax benefits shouldn't distract a buyer from the underlying operating risks. As Jordan emphasizes in the episode, buyers should consult their own tax professionals before relying on this strategy.

Key Highlights: 
- $2M asking price, $1.8M revenue, ~$950K SDE for an Orange County flight school with roughly $900K of aircraft/equipment inventory.
- Flight instructors may be the real bottleneck: instructors are building hours themselves and can quickly leave for airline jobs.
- Aircraft CapEx could change the economics dramatically: maintenance, useful life, and eventual fleet replacement need to be understood before trusting the advertised cash flow.
- SBA + depreciation creates a fascinating structure: the hosts model a scenario where tax savings from depreciating the aircraft could roughly offset a buyer's down payment.
- The catch: the seller is also the chief pilot, the listing says industry knowledge is required, and depreciation recapture plus a personal guarantee mean this isn't actually a risk-free "free business."

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