As a brief background, I founded, grew and ultimately sold Pocono Rentals & Management (PRM), a short-term rental property management business in the Poconos, from 2019 through 2024. This was my “Real World MBA” of sorts, and as a look ahead I want to be thoughtful about what comes next.
Growing a business from scratch is very hard. Matter of fact, PRM was the 2nd business I created, with my first business (2u Cleans, mobile car cleaning) closing up shop after only a year. Unfortunately, this is common. The statistics say 80% of new businesses don’t make it 5 years, so while PRM was a success by many metrics, it was the exception, not the rule. It would be easy for me to sit here and say “I figured it out! I cracked the code. I now know how to create and scale a business so I’ll be poised to succeed once again” but my sensibility says that’s hubris. For a business to succeed, there are many factors that come into play, many of which lay within your control and many of which do not.
Regarding PRM, we battled through COVID (bad external factor) but then the Real Estate market became favorable and demand for STR’s spiked (good external factor). In many ways, it felt like I was trying to swim to shore (internal factors) and the current is pushing me farther and closer to shore (external factors). As much as I swam, which was very important, it felt largely insignificant compared to the current.
So I would attribute a large amount of PRM’s success to luck. I won, but not solely based on skill. To use an analogy, it felt like I won big at blackjack. I studied the rules of the game, but also didn’t play my cards perfectly. Yet, I won. Should I take my “winnings” and keep playing, feeling confident that I know the rules of the game? Or should I walk away knowing that the house normally wins unless you cheat?
But here is where that analogy falls apart. In Blackjack, you can win 49% of the time. In this arena, you win 20% of the time. And you don’t sit at the table for an hour before you collect your money, you sit there for multiple years before you get your payout, and there’s an opportunity cost.
To elaborate further, I didn’t strike success in year 1, and most business that ultimately succeed are not considered successful in year 1. You have to build your brand reputation, get clients, ask for referrals, use promotions to bring people in, advertising and marketing… the profits come later. Using my specific example, in year 1 I walked away from a 6 figure advertising job to make 1/3 of that operating PRM, with a significant amount more risk (80% failure rate). Only in the latter years did I approach the earning potential I would have had remaining in my previous “trade”.
So to sum it up – if I were to start another business, I would be facing…
- 70-80% failure rate
- Have multiple years of diminished income
- Risking the money I earned from selling my business (initial capital investment)
- Risking my time (something I have far less of, now with 3 young children).
Luckily, there is a better way. Enter – ETA, or Entrepreneurship Thorough Acquisition. Instead of starting a business, you buy a successful one with someone else’s money. Sounds too good to be true, right? Don’t worry, there’s still risk but risk that I find palatable. Let me dive in.
The Plan – acquire a local, successful business that been in operation 10+ years, with consistent profitability, where the owner lightly involved in the daily operations. Maybe this business has archaic operating systems (i.e. paper invoices) or a lack of proper brand awareness (i.e. no Google Reviews). I can utilize my strengths to improve the business without disrupting the operations, draw a salary based on the business’ existing profitability, scale it to a new height, and continue to build valuable equity.
Let’s use an example…
Jimmy Pest Services:
- Asking Price – $600,000
- Revenue – $1,000,000
- Cash Flow* – $300,000
- Operating Expenses – $700,000
* Just think of this as “profits”
So this business makes $300k/year and I can buy it for $600k, which is considered a 2x multiple and is on-par with what businesses of this size sell for. Jimmy is ready to retire. He has 4 technicians, one of which has been a part of his team for the last 10 years, 2 vehicles, but only 20 reviews on Google (all 5-stars). There are residential contracts in place, and no commercial contracts in place.
At this point it should begin to be clear how there is less risk compared to starting a business; the business is there! It’s existing, it’s profitable, it’s… expensive… Who wants to pay $600k for a business? Not me! But the good news is this is where debt financing options become available.
I won’t dive in too deep, but there’s a few routes here to make sure I’m not spending my hard-earned money.
- SBA Loan – this is a business loan partially backed by the US government. Bank looks at the business opportunity, makes sure it’s a good deal, and lends the money to acquire the business. The loan is paid back over 10 years with interest, at as little as 10% down.
- The catch – it requires the dreaded “Personal Guarantee”, so if I fail to repay the loan they can come after personal assets (i.e. my house) in order to be made whole.
- Seller’s Financing – instead of borrowing money from the back, some sellers are agreeable to being that financing option. So instead of receiving their full sale payment upfront, they can receive a part of it in installments over a period of time, with interest, giving them a continued revenue stream instead of a lump sum of cash all at once.
- The catch – a seller might not be agreeable to this, for fear that you may not run the business well and they don’t receive their full sale price
To better understand this, let’s look at specific numbers. In this example, I am putting 10% down ($60k), borrowing 90% in the form of a SBA Loan at 12% interest.
- Down Payment (10%) – $60k
- Additional Closing Costs (another 10%) – $60k
- Cash Flow (profit) – $300k/year | $25k/mo
- Loan (90% of sale price) – $540k | repaid at $7,747/mo
- Cash Flow after Debt Service (CFADS) – $17,253/mo
So in this example, I am spending $120k in order to buy a business that makes $270k/year! The break even occurs in less than 6 months?!
Obviously, this is a overly simplistic example, and a bit of a rosey one, but this is not supremely uncommon. Sure, I’ll need to promote someone to be the Head Technician, perhaps splitting them in with equity over a period of time, not to mention all the issues that are uncovered after you step into the business and get a sense of the real reality… Buuut this is still before I have the ability to scale and grow the business!
At this point, it should be abundantly clear that this makes a lot more sense than starting a business from scratch. Going the SBA route should be a valid option, having already successfully ran/sold a business as well as having enough collateral to put behind the loan as a “Personal Guarantee”.
Let’s go a little further. Sure, the revenue stream is nice but that wouldn’t be the end goal. I would be motivated to grow the business, responsibly, and this is how that might look. Let’s go 10 years into the future, when the debt is fully paid back, to see what that reality looks like.
At Acquisition (2025):
- Sale Price – $600k
- Revenue – $1 million
- Cash Flow – $300k/year
- Profit Margin – 30% (revenue / cash flow)
Let’s say I’m able to grow the business by 10% a year for the next 10 years, keeping the profit margin the same. Once again, this is rosey but also realistic.
After Debt is Paid Off (2036):
- Revenue – $2.35 million
- Cash Flow – $707k/year
There’s a few really, really exciting parts to this…
- The Debt is Paid Off – which means there’s an additional $7,743/mo that is being kept, or $92k/year!
- The Multiple Increases! – while businesses in the $600k range sell for ~2x multiple, larger businesses sell for higher multiples, and a business of this size would sell for closer to a 4x multiple.
Not that the goal would necessarily be to sell at this point, but it would be an avenue, and that avenue could be around $2.8 million as a Sale Price!
So why isn’t everyone doing it? It’s not for the faint of heart. Not everyone is willing to trade to trade away the steady income for something more variable, in an arena that they don’t have experience, and putting a Personal Guarantee behind that belief. Private Equity tends to focus on larger deals, where the Small Business arena is being left largely under-served, which is one of the reasons why the multiples being sold at are in the 2-3x range (fewer buyers, supply and demand). The search process can be taxing, both mentally and financially. It requires a heavy time investment, usually meaning you either need to spend your 9-5 actually searching for the right business or raising money to help fund the search (allowing you to quit your job).
I could go on and on, but I’ll put a bow on things here. While I’m extremely excited for this next chapter, I am approaching it very cautiously. We’re excited for this phase of life, and everything we have, but the reward appears disproportional to the risk if the right precautions are taken.

