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#21 What Happens When Your Boss Is Younger Than You?

#21 What Happens When Your Boss Is Younger Than You?

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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)


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