Copper Masters Roofing Case Study: How a Roofer of the Year Built a High-Performance Business with JobTread

Award-Winning Excellence in Roofing

Copper Masters Roofing, based in Jackson, Mississippi, was honored with the 2025 JobTread Connect Roofer of the Year Award, a recognition of their exceptional protection standards, industry leadership, and unwavering professional integrity.

But behind the award is a story of grit, financial discipline, smart systems, and a relentless commitment to both team and craft.

From Riding in a Truck to Running a Roofing Company

Owner Kaleb Lyles didn’t stumble into roofing. He was raised in it.

Growing up, Lyles spent afternoons riding along with his father to job sites, learning the trade from the ground up. By the age of 10, he was already working on roofs, gaining hands-on experience that would shape his future.

Lyles says, “I grew up knowing this is what I’d do.”

This “cradle to grave” exposure to construction laid the foundation for what would eventually become Copper Masters Roofing.

Lyles later launched the company alongside his wife, Andrea, who also came from a construction background. Initially, their focus was niche: specializing in copper flashing for other roofing companies.

However, like many successful contractors, they pivoted.

They expanded beyond specialty work and returned to full-scale roofing. Lyles called it “hanging their shingle out” to build a business rooted in craftsmanship and service.

The Financial Wake-Up Call That Changed Everything

Despite landing large roofing jobs, something wasn’t adding up. Revenue was strong, but profitability wasn’t.

That’s when Kaleb’s wife Andrea stepped in.

Taking over the financial side of the business, she began digging into expenses, requesting receipts, and analyzing spending patterns. What she found was eye-opening:

• Thousands of dollars lost to unnecessary spending (including fast food)
• Lack of clear financial tracking
• No structured budgeting system

By implementing tighter controls and a disciplined budget, she helped stop the “profit bleed.”

Andrea eventually turned her expertise into her own business, Contractor’s Keeper, while continuing to support Copper Masters Roofing.

Through gaining control of their numbers, they both learned, “You cannot have a strong company if you have a lifestyle company.” This mindset shift from reactive spending to intentional financial management became a turning point.

Finding the Right Roofing Software: Why They Chose JobTread

Copper Masters Roofing’s journey with JobTread wasn’t linear.

They initially joined, left, and then returned.

What brought them back?

A personal call from JobTread Founder and CEO Eric Fortenberry who invited them to provide feedback and help shape the platform for roofing contractors.

That collaboration made a difference.

With JobTread, they were able to:

• Centralize project management
• Track job costs more accurately
• Improve communication across projects
• Gain real-time financial visibility

Lyles emphasizes that every contractor needs two things to succeed:

• A strong CRM
• A reliable bookkeeper

JobTread became the operational backbone that tied it all together.

A Team-First Culture That Drives Growth

One of the defining characteristics of Copper Masters Roofing is its team-first mentality. Lyles doesn’t lead from a distance. He works alongside his crew.

Whether it’s helping on-site or even picking up trash, he believes in being fully immersed in the business. Lyles says, “You have to be in it.”

Their investment in people includes:

• Ongoing training and professional development
• Strong onboarding processes
• Providing tools, technology, and support
• Prioritizing team pay before owner profit

Even small details matter:

• Energy drinks on-site
• Cooling tents for hot weather
• Making sure the crew has what they need to succeed

This culture builds loyalty, performance, and long-term success.

How Social Media Became a Lead Generation Engine

Copper Masters Roofing has built a powerful roofing marketing strategy by embracing authentic, consistent content.

Their approach breaks traditional rules, and it works.

What Sets Their Strategy Apart:

• Multiple social media accounts targeting different audiences
• Content that blends business with personality (including accounts for dogs and even Kaleb’s beard)
• A focus on entertainment, not perfection

Lyles emphasizes that “People want to be entertained, and they want to be entertained by people like them.”

What Sets Their Strategy Apart:

• Posting consistently (even imperfect content)
• Recording organic, real-time job site content
• Running ads on high-performing posts
• Using truck wraps and trailers as mobile billboards
• Tracking lead sources through customer follow-up

Lessons for Roofing Contractors Looking to Scale

Copper Masters Roofing’s success offers a clear blueprint for other contractors:

From Craftsmanship to Company Growth

Copper Masters Roofing didn’t just build roofs. They built a business rooted in discipline, culture, and smart systems.

Their recognition as JobTread’s 2025 Roofer of the Year reflects more than skill. It reflects a commitment to doing things the right way.

And with the right tools, financial clarity, and team-first mindset, they’ve positioned themselves for continued growth in the roofing industry.

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