Why Spirit Airlines Failed (And Why “Cheap” Is a Dangerous Business Strategy)

The 8 Best Boring Businesses to Buy in 2026

Thinking about buying a small business? These are the best boring businesses to buy in 2026. In this episode of Jackquisitions, Jack Carr ranks eight of the best service businesses and small business acquisition opportunities, breaking down recurring revenue, valuation multiples, route density, and the operational advantages that make certain businesses better investments than others. From pest control and garage doors to dumpster rentals, appliance repair, and septic pumping, learn what makes a business worth buying and where buyers should be careful during due diligence. If you're looking to buy a business, grow through acquisitions, or invest in a profitable home service company, this episode explains what experienced operators look for before making an offer. The best acquisitions aren't always the biggest names. They're the businesses most buyers overlook. ━━━━━━━━━━━━━━ In this episode, Jack covers: * His ranking of the 8 best boring businesses to buy * Why recurring revenue matters more than flashy industries * The role of route density in building profitable service businesses * What valuation multiples he'd pay for each business * The biggest risks buyers should watch for during due diligence * Which businesses private equity has already driven up in price * Why septic pumping is his #1 acquisition opportunity ━━━━━━━━━━━━━━ Follow Jack for More Acquisition Insights 𝕏: https://x.com/thehvacjack [https://x.com/thehvacjack] Send us Fan Mail [https://www.buzzsprout.com/2518396/fan_mail/new] Jackquisitions Newsletter — Your favorite source for how to buy small businesses. Real insights, smart strategies, zero gurus. 🖊️ Sign up HERE for more insights [https://www.jackquisitions.com/] 📢 Enjoyed the episode?  ✅ Like, Comment & Subscribe for weekly insights on business acquisitions, deal flow, marketing, and growth strategies! 📌 Disclaimer: Some links may include UTM parameters or affiliate relationships, meaning we may earn a commission if you make a purchase. Episodes may feature sponsors, but all opinions expressed are our own.

The Best Home Service Businesses to Build a $10M Company

The Best Boring Businesses to Build a $10M Company Not every "boring business" is built to scale. In this episode of Jackquisitions, Jack Carr ranks four home service businesses that can realistically grow into $10M+ companies and explains why so many others stall out long before they get there. From recurring revenue and route density to hiring, middle management, and acquisitions, Jack breaks down what separates a lifestyle business from a business with real enterprise value. If you're thinking about buying, starting, or scaling a home service company, this episode will help you understand which business models have the strongest long-term potential, and where each one tends to break. The best businesses aren't just easy to start. They're built to scale. ━━━━━━━━━━━━━━ In this episode, Jack covers: • The five characteristics every scalable home service business shares  • Why plumbing ranks ahead of HVAC for long-term growth  • How recurring revenue changes the value of a business  • The biggest scaling challenges in pest control and landscaping  • Why most companies get stuck around the $2M mark  • What buyers look for in businesses that can grow past $10M  • How leadership, systems, and middle management drive enterprise value ━━━━━━━━━━━━━━ Follow Jack for More Acquisition Insights X: https://x.com/thehvacjack [https://x.com/thehvacjack] ━━━━━━━━━━━━━━ Sponsors Breaking $5M Workshop Join John Wilson and Jack Carr in Akron, OH for a hands-on workshop built for home service owners ready to scale past $5M. Get the proven playbook, tour Wilson's operation, and connect with other growth-minded contractors. Register here: https://www.ownedandoperated.com/upcoming-events/oao-workshop-breaking-5-million [https://www.ownedandoperated.com/upcoming-events/oao-workshop-breaking-5-million] Quick Staffers Hire trained HVAC and plumbing CSRs without the overhead of traditional hiring. Save $500 on your first placement with Quick Staffers: https://www.quickstaffers.com/ [https://www.quickstaffers.com/]  Send us Fan Mail [https://www.buzzsprout.com/2518396/fan_mail/new] Jackquisitions Newsletter — Your favorite source for how to buy small businesses. Real insights, smart strategies, zero gurus. 🖊️ Sign up HERE for more insights [https://www.jackquisitions.com/] 📢 Enjoyed the episode?  ✅ Like, Comment & Subscribe for weekly insights on business acquisitions, deal flow, marketing, and growth strategies! 📌 Disclaimer: Some links may include UTM parameters or affiliate relationships, meaning we may earn a commission if you make a purchase. Episodes may feature sponsors, but all opinions expressed are our own.

Septic Truck Tour: Inside the Workhorse Behind a Septic Business

What does a septic business actually run on? In this special field episode of Jackquisitions, Jack Carr takes you inside one of the most important assets in any septic company: the pump truck. Instead of talking about acquisitions from a desk, Jack walks through a real septic truck and explains how it works, why every component matters, and what buyers should understand before purchasing a septic business. From the chassis and vacuum system to the tank, hoses, and disposal process, you'll get a firsthand look at the equipment that drives revenue every single day. If you're evaluating a septic company, understanding the trucks is just as important as understanding the financials. The trucks are the business. Knowing how they work helps you understand what you're actually buying. ━━━━━━━━━━━━━━ In this episode, Jack covers: *  How a septic pump truck generates revenue  *  Why vacuum pumps are the most critical (and expensive) component  *  The difference between the truck chassis and the tank system  *  Why tank construction and weld quality matter  *  The equipment every septic truck carries for daily operations  ━━━━━━━━━━━━━━ Follow Jack for More Acquisition Insights X: https://x.com/thehvacjack [https://x.com/thehvacjack] ━━━━━━━━━━━━━━ Breaking $5M Workshop Join John Wilson and Jack Carr in Akron, OH for a hands-on workshop built for home service owners ready to scale past $5M. Get the proven playbook, tour Wilson's operation, and connect with other growth-minded contractors. Register here: https://www.ownedandoperated.com/upcoming-events/oao-workshop-breaking-5-million [https://www.ownedandoperated.com/upcoming-events/oao-workshop-breaking-5-million] ━━━━━━━━━━━━━━ Send us Fan Mail [https://www.buzzsprout.com/2518396/fan_mail/new] Jackquisitions Newsletter — Your favorite source for how to buy small businesses. Real insights, smart strategies, zero gurus. 🖊️ Sign up HERE for more insights [https://www.jackquisitions.com/] 📢 Enjoyed the episode?  ✅ Like, Comment & Subscribe for weekly insights on business acquisitions, deal flow, marketing, and growth strategies! 📌 Disclaimer: Some links may include UTM parameters or affiliate relationships, meaning we may earn a commission if you make a purchase. Episodes may feature sponsors, but all opinions expressed are our own.

Before You Buy a Business, Watch This

Thinking about buying a business? Most first-time buyers start on BizBuySell, but that's where the competition is highest. In this episode of Jackquisitions, Jack Carr shares three proven strategies to find off-market business acquisition opportunities before they ever reach business brokers or online marketplaces. Learn how experienced buyers source small business acquisitions through networking, industry relationships, and direct outreach instead of competing over public listings. If you want to buy a business at a better valuation, negotiate stronger deal terms, and find acquisition opportunities that other buyers never see, this episode breaks down the process that actually works. The best business acquisitions aren't found on marketplaces—they're built through relationships. ━━━━━━━━━━━━━━ In this episode, Jack breaks down: • Why business brokers and listing sites should be your last resort • How distributors, vendors, CPAs, bankers, and attorneys become your best deal sources • Why you should call business owners instead of sending automated emails • How licensing databases can help you build acquisition lists • The overlooked advantage of networking with divorce attorneys and financial planners • Why the best buyers find businesses before they ever go to market ━━━━━━━━━━━━━━ Follow Jack for More Acquisition Insights X: https://x.com/thehvacjack [https://x.com/thehvacjack] Sponsors Breaking $5M Workshop Join John Wilson and Jack Carr in Akron, OH for a hands on workshop built for home service owners ready to scale past $5M. Get the proven playbook, tour Wilson's operation, and connect with other growth minded contractors. Register here: https://www.ownedandoperated.com/upcoming-events/oao-workshop-breaking-5-million [https://www.ownedandoperated.com/upcoming-events/oao-workshop-breaking-5-million]   First Internet Bank Looking to buy or grow a home service business? First Internet Bank offers SBA financing for acquisitions, partner buyouts, and commercial real estate. Mention Owned and Operated for a reduced good faith deposit, a free deal review, and buyside prequalification: https://alanfib.com/ [https://alanfib.com/] Send us Fan Mail [https://www.buzzsprout.com/2518396/fan_mail/new] Jackquisitions Newsletter — Your favorite source for how to buy small businesses. Real insights, smart strategies, zero gurus. 🖊️ Sign up HERE for more insights [https://www.jackquisitions.com/] 📢 Enjoyed the episode?  ✅ Like, Comment & Subscribe for weekly insights on business acquisitions, deal flow, marketing, and growth strategies! 📌 Disclaimer: Some links may include UTM parameters or affiliate relationships, meaning we may earn a commission if you make a purchase. Episodes may feature sponsors, but all opinions expressed are our own.

How I Bought My First Business With $0 Down

Everyone talks about buying a business with no money down. But how many people have actually done it? In this episode of Jackquisitions, Jack Carr breaks down exactly how he acquired his first plumbing and electrical business with 0% down. From finding the deal through his network to structuring a creative seller-financed agreement, Jack shares the real story behind his first acquisition. Most buyers focus on price. The best buyers focus on structure. Jack explains how understanding the seller's goals, using revenue-share agreements, and thinking creatively helped turn an impossible deal into a successful acquisition. ━━━━━━━━━━━━━━ In this episode, Jack breaks down: • How he found his first acquisition opportunity through networking • Why the best deals rarely come from brokers or online listings • The importance of understanding seller motivations • Seller financing vs. traditional SBA financing • How a 0% down acquisition can actually work • Revenue share agreements and creative deal structures • The principle of "Seller's Price, Buyer's Structure" ━━━━━━━━━━━━━━ Follow Jack for More Acquisition Insights X: https://x.com/thehvacjack [https://x.com/thehvacjack] ━━━━━━━━━━━━━━ Send us Fan Mail [https://www.buzzsprout.com/2518396/fan_mail/new] Jackquisitions Newsletter — Your favorite source for how to buy small businesses. Real insights, smart strategies, zero gurus. 🖊️ Sign up HERE for more insights [https://www.jackquisitions.com/] 📢 Enjoyed the episode?  ✅ Like, Comment & Subscribe for weekly insights on business acquisitions, deal flow, marketing, and growth strategies! 📌 Disclaimer: Some links may include UTM parameters or affiliate relationships, meaning we may earn a commission if you make a purchase. Episodes may feature sponsors, but all opinions expressed are our own.