In this part two, Jack sits back down with Chris Cisneros of Diamond Plumbing—this time diving deep into acquisitions, market entry strategy, and leading seasoned techs as a 23-year-old service manager. Live from the Miami Meetup, they unpack how to decide between greenfield vs. acquisition, what it really takes to keep teams post-close, and how to think about radius, logistics, and install crews when you’re expanding into Palm Beach County from Miami–Broward.

They talk real risks (like “everyone quit in week one”), LOI-to-close learning, buying profit on day one vs. recruiting from scratch, and the sales-first approach Chris uses to win buy-in from techs in their 30s and 40s.

💡 What You’ll Learn

• Greenfield vs. Acquisition: When buying a book of business beats starting from zero—and when it doesn’t
• Team Retention Post-Close: Why size and maturity of the target matters for culture conversion
• Market Mapping: Using a 2-hour radius, jump points, and install-crew logistics to enter adjacent counties
• Recruiting Alternatives: When a dedicated recruiter outperforms an acquisition—for headcount only
• Change Management: A sales-led playbook for earning respect as a younger leader
• From LOI to Day 1: What to learn before you write the check (and how to avoid six years of trial-and-error)

💼 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 HERE tell Patrick Jack sent you.

💼 Shoutout to Quick Staffers LLC

Hire trained HVAC & plumbing CSRs at a fraction of the cost.
🔥 $1,000 off your first placement

💼 Extra 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

🎙 Host & Guest

Host: Jack Carr — https://x.com/thehvacjack

Guest: Chris Cisneros — Diamond Plumbing (IG & LinkedIn: Chris A. Cisneros)

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 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.

In this episode of JackQuisitions, Jack sits down with Chris Cisneros of Diamond Plumbing live at the Miami Meetup. Chris shares his incredible journey from selling marketing services door-to-door at just 13 years old to building a fast-growing plumbing business alongside his father. What started with one truck and a thrift store breakroom office has now expanded into a multi-truck operation with a warehouse, a growing team, and lessons learned the hard way.

Chris opens up about the struggles of running a business without mentorship, the costly mistakes of ignoring office systems, and how mentorship, sales training, and overseas staffing transformed their business. From convincing his father to embrace modern sales practices to scaling with virtual CSRs, this conversation is packed with practical insights for operators navigating the messy middle of growth.

💡 What You’ll Learn:

• Why mentorship can shorten years of painful trial-and-error
• How PPC and digital marketing fueled growth—even as a teenager
• Lessons from transitioning a one-man shop into a scalable business
• The importance of shifting focus from fieldwork to office systems
• How overseas CSRs and AI can create near 24/7 coverage
• Why emotional selling and sales training are game-changers in home services
  
  

💼 Business Modification Group —
The go-to business brokers for trades companies. Whether you’re buying or selling HVAC, plumbing, or electrical businesses, we help you navigate valuations, find deals, and close successfully. Get a free valuation as a buyer or seller and join our exclusive distribution list for the best opportunities in the trades market.
👉 Get Your Free Valuation Here
For Sellers:
For Buyers:

💼 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

🎙 Host: Jack Carr
🎙 Guest: Chris Cisneros

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 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.

In this episode of JackQuisitions, Jack sits down in Akron, Ohio with Matt, who just closed on his very first acquisition: a 75-year-old HVAC and refrigeration company outside Pittsburgh. Fresh off the Breaking $5 Million workshop, Matt walks through the whirlwind of his first six weeks as an owner—what it’s like to take on a $2M deal, why he valued stability over chasing top-line growth, and how he’s transitioning from a career in big tech and Amazon Web Services to running a boots-on-the-ground service business.

From sourcing the deal through a broker, to navigating retrades when revenue dipped, to managing seller relationships and earnouts, Matt shares the hard realities behind closing his first SBA-backed acquisition. He explains how he de-risked the deal with real estate, why he insists on fixed legal pricing next time, and why building something steady for his family and community matters more than chasing 500% growth curves.

💡 What You’ll Learn:
How to source and negotiate your first small business acquisition
Why stability and history can outweigh chasing the biggest revenue number
Creative ways to de-risk a deal through real estate and seller notes
Lessons in managing brokers, lawyers, and SBA lenders
Why leaving a W2 for business ownership is a bet on yourself
How to build a company that supports your family, team, and community

💼 Business Modification Group —
The go-to business brokers for trades companies. Whether you’re buying or selling HVAC, plumbing, or electrical businesses, we help you navigate valuations, find deals, and close successfully. Get a free valuation as a buyer or seller and join our exclusive distribution list for the best opportunities in the trades market.

👉 Get Your Free Valuation Here
For Sellers
For Buyers

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

🖊️ Sign up HERE

💼 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

🎙 Host: Jack Carr
🎙 Guest: Matt Wynne — Winning Services, Pittsburgh PA

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 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.