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- New Deals: A tree service business, residential and commercial cleaning business, and 3 other finds
New Deals: A tree service business, residential and commercial cleaning business, and 3 other finds
Plus, a creative deal structure to copy
Hello SMB Deal Hunters!
Thanks for all the great feedback from the deals I shared on Thursday!
🔥 Community Top Picks from the Last Issue:
#1: Concrete company with $653K in EBITDA
#2: B2B exhaust ventilation and HVAC cleaning business with $825K in EBITDA
#3: Pressure washing business with $604K in EBITDA
I’m excited to share 5 new deals worth checking out.
Today's issue is sponsored by SMB Diligence, the platform I helped start for matching business buyers with vetted legal counsel and Quality of Earnings providers.
COMMUNITY WINS
Here’s what one member from our business acquisition accelerator, SMB Deal Hunter Pro, shared this past week:

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NEW DEALS
1/ Tree Service Business
📍 Location: Louisiana
💰 Asking Price: $2,345,000
💼 EBITDA: $527,402
📊 Revenue: $1,429,067
📅 Established: 2011
💭 My 2 Cents: Tree service businesses are attractive low capex, high-margin operations with built-in, recurring demand—and this one’s got a lot going for it. It’s based in Baton Rouge, where the mild climate supports year-round work, and being in storm-prone Louisiana means there’s consistent emergency cleanup revenue after hurricanes and floods. This business has capitalized on that well. It also has a loyal residential customer base, plus $700K in equipment and $750K in real estate included in the deal—hard assets that make up 64% of the asking price. That real estate could be a big win for financing too, since it may allow for a longer-term SBA 7(a) loan, keeping more cash in your pocket each month. During diligence, I’d want to understand their recurring revenue mix, whether they’re doing much work for commercial or municipal clients, the breakdown between emergency and scheduled jobs, the condition of their fleet, whether key foremen and climbers are sticking around, and how tough it is to hire and retain qualified labor in the area. The owner is selling due to unexpected health issues, so there may be a chance to move quickly and get a solid deal if you're ready.
2/ Residential & Commercial Cleaning Business
📍 Location: New Jersey
💰 Asking Price: $2,500,000
💼 EBITDA: $702,919
📊 Revenue: $1,802,000
📅 Established: 2019
💭 My 2 Cents: This residential and commercial cleaning business has grown fast since launching in 2019, starting from scratch and scaling to a 15+ person team with 12 service vans on the road. They’ve built an impressive client list (including the White House and Pentagon), run a well-optimized SEO website, and earned serious credibility with 300+ 5-star Google reviews. Their tight operations and solid infrastructure put them in a great spot to expand into new markets or add on related services like rug and carpet installation. In diligence, I’d want to dig into the split between recurring and one-time revenue, whether there’s any customer concentration risk, and what the churn looks like across recurring accounts—that’ll tell you a lot about customer satisfaction. Since this is a people-heavy business, I’d also want to understand turnover, wage competitiveness, whether workers are W2 or 1099, the strength of their training systems and SOPs, and whether key supervisors are sticking around after the sale. All in all, this looks like a business with strong margins, dependable cash flow, and plenty of room to grow.
3/ Dumpster Rental Business
📍 Location: Massachusetts
💰 Asking Price: $2,400,000
💼 EBITDA: $600,000
📊 Revenue: $3,645,000
📅 Established: 30+ years
💭 My 2 Cents: What’s great about dumpster rental businesses are the high margins and low labor requirements—once the dumpsters and trucks are in place, you don’t need a big team to run it (just reliable drivers, solid dispatch, and operational routing). This company has built a strong reputation over 30+ years for consistent, dependable service. Many of their clients rent the same equipment year after year, during the same seasonal windows. I like that they focus primarily on commercial clients, which typically brings steadier demand and more predictable payment terms than residential work. They own 160 dumpsters and 11 trucks, with $2.3M in FF&E included—representing almost 100% of the purchase price. That kind of hard asset coverage adds serious downside protection and opens the door to favorable financing options. Seasonality (especially winter slowdowns) is worth a closer look, but should be manageable if demand remains consistent through the rest of the year. I’d also want to understand the remaining useful life of the fleet, any pending capex, the customer mix (contractors, homeowners, municipalities?), how much revenue comes from repeat business, and the trends in dumping costs at the landfills they use over the past 12–24 months, as rising fees could compress future margins.
PRESENTED BY SMB DILIGENCE
Here’s Why You Shouldn’t Skip Due Diligence…
A friend of mine put a business under LOI and asked me for my advice.
I recommended he contract a 3rd party due diligence partner to rebuild the company's P&L from scratch.
Turns out their EBITDA was off by 2x 😳
Enter SMB Diligence.
SMB Diligence is the platform I helped start for matching business buyers with vetted diligence providers, from M&A lawyers to Quality of Earnings providers.
Their network of experts has worked on hundreds of small business transactions (including many from the SMB Deal Hunter community).
4/ Landscape Maintenance Business
📍 Location: New York
💰 Asking Price: $1,990,000
💼 EBITDA: $505,000
📊 Revenue: $3,200,000
📅 Established: 1990
💭 My 2 Cents: This landscape maintenance company serves an impressive 3,200+ recurring residential and commercial clients across five affluent towns, which is rare to see at this scale. The built-in, predictable revenue is a huge plus, and the wealth of the area likely means higher retention since customers care about keeping their properties looking sharp. I like that it’s a 35-year-old business with a lean, efficient setup—five dedicated crews running compact routes, strong cash flow, and minimal owner involvement. It’s also primed for growth, especially by layering in higher-margin services like irrigation, masonry, or seasonal installs (wealthy towns are perfect for that kind of upsell). In diligence, I’d want to understand their average revenue per client, client tenure and churn, how they acquire new customers, and how they manage seasonality (whether they offer winter services like snow removal or holiday lighting to keep crews busy and revenue flowing year-round). I’d also want to know how many days per week they operate, whether crews are W-2 or subcontractors, and dig into crew leadership, turnover, wages, what software they use for scheduling and billing, and the age and condition of the equipment included in the deal. This looks like a strong turnkey play for a first-time buyer or a solid bolt-on for an existing operator looking to grow fast in a high-end market.
5/ Electrical Contractor
📍 Location: Missouri
💰 Asking Price: $1,950,000
💼 EBITDA: $522,472
📊 Revenue: $2,724,247
📅 Established: 30+ years
💭 My 2 Cents: Electrical contractors are one of those great boring businesses—essential services, steady demand, and not going anywhere (just ask anyone who’s lost power). This company has a strong foundation, serving a healthy mix of residential, commercial, and industrial clients, with a solid base of repeat business. I like the strategic location about an hour outside Kansas City, where there’s consistent growth in construction and industrial activity, plus an experienced team of skilled techs already in place. For diligence, I’d want to dig into the types of electrical work they do, the client mix breakdown, how they bring in new business, how often they bid on jobs and their win rate, and what the current backlog and pipeline look like. I’d also want to know the age and condition of vans, tools, and lifts, how much work is done by subcontractors vs. W2s, and whether the owner holds the license or if there’s a master electrician on staff who can stay on. With limited local competition, this looks like a business with real growth potential, especially with a motivated seller who’s retiring and ready to help with the transition.
THE BEST OF SMB TWITTER (X)
A story of patient capital (link)
Five things you must know about a business before you ever consider buying it (link)
True wealth is in boring businesses (link)
A creative deal structure to copy (link)
The real cost of an SBA loan (link)
Don’t forget about working capital (link)
Keys to a good day 1 speech (link)
COMMUNITY PERKS
• Ready to buy and operate a $1M+ business? Partner with my team and get expert support at every step.
• Want to invest passively in SMB acquisitions? Get access to investment opportunities.
• Get a personal introduction to my preferred SBA 7(a) lender, non-SBA lenders, Quality of Earnings providers, or legal counsel
• Raising capital for your deal? I’ll connect you with investors from the SMB Deal Hunter Community.
• Interested in selling your business? I’ll help you connect with buyers from the SMB Deal Hunter Community.
RECENT PODCAST EPISODES
• This Investor Is Betting Millions on Entrepreneurs Buying Small Businesses (link)
• Inside a Family Office’s Strategy — Management Buyouts of Domestic Manufacturers (link)
• How This Former Gym Franchisee Pivoted Into Online Business Acquisitions (link)
THAT’S A WRAP
See you tomorrow with a new podcast episode!

-Helen Guo
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Disclaimer
This publication is a newsletter only and the information provided herein is the opinion of our editors and writers only. Any transaction or opportunity of any kind is provided for information only; SMB Deal Hunter does not verify nor confirm information. SMB Deal Hunter is not making any offer to readers to participate in any transaction or opportunity described herein.