In this episode we’re back with part two of the Chris Barr series on Jackquisitions. Chris is three months into his journey to acquire a business in Florida, and he’s bringing real updates from the trenches. From opportunity cost and deal dynamics to cold outreach and broker networks, this episode is packed with hard-won insights from an active business searcher.

We dive into the pros and cons of a pool service business he’s evaluating, the realities of navigating employee classification, and how acquisition imperfections are often just part of the game. Chris breaks down the lessons learned so far—from generating leads to refining search strategies—and why growth, not just debt repayment, should be the north star in any acquisition strategy.

If you're in the search phase or thinking about acquiring a service business, this is a front-row seat to the messy, insightful, and exciting reality of buying a company.

🔹 In This Episode, We Cover:

• Navigating the first 90 days of a business search
• Why opportunity cost is a real consideration in search
• Behind-the-scenes of evaluating a pool service business
• Key pros and cons of industry-specific acquisitions
• How Chris is using cold outreach and networking to source deals
• The tradeoffs between growth and early debt repayment
• Why no acquisition deal is ever perfect—and that’s okay
• Refreshing broker pipelines and learning from every interaction
• Lessons in lead generation and seller conversations
  
  

🌐 More resources

👤 Hosted by:
Jack Carr

👤Episode Guest
Chris Barr

💼 Shoutout to Appletree Business Services

HVAC and plumbing pros—ditch tax surprises and unresponsive accountants. Appletree handles your books, taxes, payroll, and acquisitions, and they know tools like ServiceTitan cold.

🎁 Get a free tax & financial review or 10% off a QOE report.

👉 Book a call at Appletreebusiness.com — tell Patrick Jack sent you.

💼 Special Thanks to First Internet Bank!

Looking to buy or expand a business? First Internet Bank is a National Preferred SBA lender specializing in acquisitions for the skilled trades. Their SBA loan program offers up to 90% financing for business acquisitions, partner buyouts, and commercial real estate—plus optional lines of credit to fuel future growth. Unlike traditional lenders, they take a “how can we” approach, making deals happen for both first-time buyers and experienced operators.

👉 Special Offer: Mention Owned and Operated for a reduced good faith deposit and a complimentary deal review + buyside prequalification.

Connect with Alan Peterson from First Internet Bank here to get started

Send us a text

Jackquisitions Newsletter — Your favorite source for how to buy small businesses. Real insights, smart strategies, zero gurus.

🖊️ Sign up HERE for more insights


📢 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 for tracking. Episodes may feature paid sponsors, but all opinions are our own. Always do your own research before making business decisions.

Thinking about buying a home service business with an SBA loan? This episode is your go-to guide. Jackquisitions sits down with Alan Peterson—who closed over $70 million in SBA acquisition financing last year—to break down how to structure high-leverage deals, navigate the latest SBA loan rule changes, and avoid the costly mistakes many first-time buyers make.

If you're serious about acquiring a home service business and want a financing strategy that actually works, this episode is a must-listen.

🔹 In This Episode, We Cover:

• How to use SBA loans to buy your first home service business
• The $70M+ playbook Alan used in 2024 for acquisition funding
• Why having the right deal team is critical (and what to avoid)
• The latest changes to SBA rules (including seller note restrictions)
• Multi-step acquisitions: what just got harder and why
• Pro tips for working capital, due diligence, and pre-LOI strategy
• How early-stage buyers can stand out and get taken seriously
• Why personalized financial statements are a game changer
• How Alan helps operators with pre-qual letters and deal reviews
  
  
  

🌐 More resources: https://www.ownedandoperated.com

👤 Hosted by:

Jack Carr

🎧 Guest:
Alan Peterson

💼 Special Thanks to First Internet Bank!

Looking to buy or expand a business? First Internet Bank is a National Preferred SBA lender specializing in acquisitions for the skilled trades. Their SBA loan program offers up to 90% financing for business acquisitions, partner buyouts, and commercial real estate—plus optional lines of credit to fuel future growth. Unlike traditional lenders, they take a “how can we” approach, making deals happen for both first-time buyers and experienced operators.

👉 Special Offer: Mention Owned and Operated for a reduced good faith deposit and a complimentary deal review + buyside prequalification.

Connect with Alan Peterson from First Internet Bank here to get started

💼 Shoutout to Appletree Business Services

HVAC and plumbing pros—ditch tax surprises and unresponsive accountants. Appletree handles your books, taxes, payroll, and acquisitions, and they know tools like ServiceTitan cold.

🎁 Get a free tax & financial review or 10% off a QOE report.

👉 Book a call at appletreebusiness.com — tell Patrick Jack sent you.

Send us a text

Jackquisitions Newsletter — Your favorite source for how to buy small businesses. Real insights, smart strategies, zero gurus.

🖊️ Sign up HERE for more insights


📢 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 for tracking. Episodes may feature paid sponsors, but all opinions are our own. Always do your own research before making business decisions.

In this episode of Jackquisitions, we break down the essential expert team every acquisition entrepreneur must build before buying a business. Whether you’re acquiring your first HVAC company or scaling into multiple service businesses, assembling the right support system can make or break your deal.

From legal frameworks to SBA loan processing, we cover the professionals who will help you move quickly, avoid costly mistakes, and access high-quality deals. Plus, we spotlight post-acquisition roles that keep your operations tight—like a skilled bookkeeper and a rock-solid insurance broker.

If you're planning to buy a business in 2025, this is your checklist.

🚨 In This Episode, We Cover:

🔹 Why Every Buyer Needs an M&A Attorney

🔹 Using a CPA to Vet Financials and Forecast Performance

🔹 Finding the Right SBA Lender to Get Funded Fast

🔹 How Valuation Experts Can Protect You from Overpaying

🔹 Post-Close Must-Haves: Bookkeeping, Insurance, and Staff

🔹 Bonus: Outsourcing Your Customer Service with Quick Staffers

🌐 ownedandoperated.com

🎙️ Host:

🗣️ Jack Carr

💼 Shoutout to Quick Staffers LLC

Need trained HVAC & plumbing CSRs at a fraction of the cost? Quick Staffers LLC specializes in placing top-tier global talent with the best SOPs and scripts.

🔥 Get $1,000 off your first placement here

Send us a text

Jackquisitions Newsletter — Your favorite source for how to buy small businesses. Real insights, smart strategies, zero gurus.

🖊️ Sign up HERE for more insights


📢 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 for tracking. Episodes may feature paid sponsors, but all opinions are our own. Always do your own research before making business decisions.

In this episode of Jackcquisitions, we explore profitable small business acquisition strategies with Peter De Baptiste, owner of Joe Cole Plumbing in Florida. Peter shares his entrepreneurial journey—starting in banking, then leading a delivery service startup, and ultimately acquiring a plumbing company. Now, he's setting his sights on HVAC and turf installation businesses, uncovering high-potential, under-the-radar sectors in the home services industry.

We break down the unique appeal of tier two and tier three service businesses, such as synthetic turf installation and residential HVAC. Peter and Jack discuss the financial performance, operational demands, and long-term scalability of these niche industries. Whether you're an investor or operator, this episode offers practical insight into identifying and evaluating service businesses with real growth potential.

If you’re looking to buy a service business or expand your portfolio in home services, this conversation delivers a wealth of real-world advice. Learn how to navigate smaller markets, understand what makes niche businesses attractive, and discover the lifestyle implications of owning versus operating in competitive sectors.

🚨 In This Episode, We Cover:
🔹 Peter’s Journey from Banking to Plumbing
🔹 Why He’s Targeting HVAC and Turf Businesses
🔹 Understanding Tier Two and Tier Three Opportunities
🔹 Operational Challenges in Niche Home Services
🔹 Scaling Potential vs. Lifestyle Fit
🔹 How to Evaluate Smaller, Less Competitive Businesses

💼 Special Thanks to Service Scalers!
We’ve been partnering with Service Scalers to maximize our Local Service Ads (LSAs) and optimize our Google My Business profiles, and the results have been incredible. With hundreds of thousands in sales and 900+ calls in a single week, GMBs are now our top-performing organic lead channel.

Want to learn how Service Scalers can do the same for you?

🔗Check Them Out Here


💼 Shoutout to Appletree Business Services
HVAC and plumbing pros—ditch tax surprises and unresponsive accountants. Appletree handles your books, taxes, payroll, and acquisitions, and they know tools like ServiceTitan cold.

🎁 Get a free tax & financial review or 10% off a QOE report.
👉 Book a call at appletreebusiness.com — tell Patrick Jack sent you.

🌐 ownedandoperated.com

🎙️ Hosts:
🗣️ Jack Carr
🗣️ Peter Debaptiste

📢 Enjoyed the episode?

✅ Like, Comment & Subscribe!

Send us a text

Jackquisitions Newsletter — Your favorite source for how to buy small businesses. Real insights, smart strategies, zero gurus.

🖊️ Sign up HERE for more insights


📢 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 for tracking. Episodes may feature paid sponsors, but all opinions are our own. Always do your own research before making business decisions.

Don’t Fall for the Buyer’s Trap: Why No-Marketing Businesses Aren’t Easy Wins
In this episode of Jackquisitions, we dive into a common pitfall many first-time buyers fall for—the belief that a business with little or no marketing is a “goldmine” just waiting to be unlocked. Spoiler: it’s not that simple. Using the tongue-in-cheek example of an underwater basket weaving business, we break down the real costs of building out a marketing engine from scratch.

Jack unpacks the "buyer’s trap": the dangerous assumption that adding marketing will instantly generate revenue. In reality, successful marketing requires time, capital, and deep strategic focus—and that investment often erodes the profit margins buyers were initially excited about. Instead of chasing fixer-uppers, Jack recommends targeting businesses with established marketing systems already in place. It’s about buying stability, not a project.

Whether you're just starting your acquisition journey or knee-deep in LOIs, this episode is a must-listen for anyone looking to grow through home service business acquisitions without overextending financially.

🚨 In This Episode, We Cover:

🔹 Why “just add marketing” is a flawed growth plan
🔹 The hidden costs of launching marketing from zero
🔹 Avoiding the buyer’s trap and protecting your upside
🔹 How to evaluate marketing systems before buying
🔹 Real-world examples (including underwater basket weaving)
🔹 Jack’s criteria for choosing scalable, stable businesses

🎙️ Episode Host
🗣️ Jack [@theHVACJack]

💼 Special Thanks to First Internet Bank!

Looking to buy or expand a business? First Internet Bank is a National Preferred SBA lender specializing in acquisitions for the skilled trades. Their SBA loan program offers up to 90% financing for business acquisitions, partner buyouts, and commercial real estate—plus optional lines of credit to fuel future growth. Unlike traditional lenders, they take a “how can we” approach, making deals happen for both first-time buyers and experienced operators.

👉 Special Offer: Mention Owned and Operated for a reduced good faith deposit and a complimentary deal review + buyside prequalification.

Connect with Alan Peterson from First Internet Bank here to get started

Send us a text

Jackquisitions Newsletter — Your favorite source for how to buy small businesses. Real insights, smart strategies, zero gurus.

🖊️ Sign up HERE for more insights


📢 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 for tracking. Episodes may feature paid sponsors, but all opinions are our own. Always do your own research before making business decisions.

Looking to break into the home service industry through business acquisitions? In this episode of Jackquisitions, we sit down with Elias Yusef, a 24-year-old entrepreneur who’s quickly making a name for himself by acquiring and scaling blue-collar service businesses. Based in Denver, Colorado, Elias shares how he transitioned from selling appliances to owning a fast-growing plumbing company, using creative deal structures and relentless outreach to land his first acquisition. His story offers a blueprint for aspiring entrepreneurs who want to grow through home service business acquisitions and enter the trades without large upfront capital.

Elias walks us through how he sourced deals through cold calling, built a team of experienced operators, and executed a management services agreement (MSA)—a unique acquisition model that minimizes financial risk while maximizing upside. With ambitious plans to hit a $10 million revenue run rate by the end of the year and scale to $27 million, Elias reveals his playbook for growth through acquisitions, operational excellence, and mentorship from seasoned industry professionals.

🎙️ Episode Host:
🗣️ Jack Carr
🎙️ Guest: Elias Youssef


🚨 This episode is sponsored by

💼 Shoutout to Appletree Business Services
HVAC and plumbing pros—ditch tax surprises and unresponsive accountants. Appletree handles your books, taxes, payroll, and acquisitions, and they know tools like ServiceTitan cold.

🎁 Get a free tax & financial review or 10% off a QOE report.
👉 Book a call at appletreebusiness.com — tell Patrick Jack sent you.

💼 Special Thanks to First Internet Bank!

Looking to buy or expand a business? First Internet Bank is a National Preferred SBA lender specializing in acquisitions for the skilled trades. Their SBA loan program offers up to 90% financing for business acquisitions, partner buyouts, and commercial real estate—plus optional lines of credit to fuel future growth. Unlike traditional lenders, they take a “how can we” approach, making deals happen for both first-time buyers and experienced operators.

👉 Special Offer: Mention Owned and Operated for a reduced good faith deposit and a complimentary deal review + buyside prequalification.

Connect with Alan Peterson from First Internet Bank here to get started

Send us a text

Jackquisitions Newsletter — Your favorite source for how to buy small businesses. Real insights, smart strategies, zero gurus.

🖊️ Sign up HERE for more insights


📢 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 for tracking. Episodes may feature paid sponsors, but all opinions are our own. Always do your own research before making business decisions.

The Ultimate Playbook to Buy & Scale Small Businesses

Want to grow your business through smart acquisitions, direct outreach, and personal branding? In this episode of JackQuisitions, we dive deep into the art of buying small businesses and building relationships that close deals. Host Jack sits down with an experienced operator to explore what it really takes to acquire businesses, from cold calls to contract signing.

Whether you’re a new buyer, an aspiring entrepreneur, or an operator aiming to expand your portfolio, this episode is your blueprint for mastering business acquisitions, deal structuring, and effective broker relations. Learn proven strategies for sourcing deals, building trust with sellers, and navigating private equity competition.

Discover how top acquirers are identifying great opportunities, building authentic connections, and using storytelling to stand out in a crowded market. You’ll also hear real-life examples of deals—from pool cleaning to art framing shops—and gain insight into due diligence, deal terms, and transitioning ownership the right way.

🚨 In This Episode, We Cover:

🔹 How to cold call and source small business deals effectively
🔹 The challenges and benefits of working with private equity vs. good operators
🔹 Why storytelling and personal branding are key to broker success
🔹 Real-world acquisition stories: from pool cleaning to art framing
🔹 How to handle deal terms, due diligence, and transitions smoothly
🔹 Tips for standing out as a serious buyer in a competitive market

🚨 This episode is sponsored by

💼 Special Thanks to First Internet Bank!
Looking to buy or expand a business? First Internet Bank is a National Preferred SBA lender specializing in acquisitions for the skilled trades. Their SBA7a loan program offers up to 90% financing for business acquisitions, partner buyouts, and commercial real estate—plus optional lines of credit to fuel future growth. Unlike traditional lenders, they take a “how can we” approach, making deals happen for both first-time buyers and experienced operators.

👉 Special Offer: Mention Owned and Operated for a reduced good faith deposit and a complimentary deal review + buyside prequalification.

Get Started Here

🎙️ Episode Host:
🗣️ Jack – x.com/thehvacjack

🎙️ Episode Guest:
🗣️ Chris Barr - Linkedin

Send us a text

Jackquisitions Newsletter — Your favorite source for how to buy small businesses. Real insights, smart strategies, zero gurus.

🖊️ Sign up HERE for more insights


📢 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 for tracking. Episodes may feature paid sponsors, but all opinions are our own. Always do your own research before making business decisions.