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#20 What We Wish We Knew Before Our Business Journey

#20 What We Wish We Knew Before Our Business Journey

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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


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