Jon Starry of Steadfast Roofing | ProLine Verified

Jon Starry of Steadfast Roofing
"Jon Starry's Steadfast Roofing thrives with ProLine CRM's automation, boosting lead follow-ups, closing rates, and customer trust."

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A big thanks to Jon Starry and Steadfast Roofing!

We at ProLine are truly grateful for your trust in us to support your roofing business. Your commitment to delivering exceptional service and the success you’ve achieved inspire us daily. We’re thrilled to be a part of your journey, and we look forward to continuing to help you grow and thrive. Thank you for choosing ProLine as your CRM partner!

About Jon Starry

Jon starry of steadfast roofing

Jon Starry’s rise to success wasn’t handed to him—he built it with grit, frustration, and an unshakeable resolve to do things his way. After working in the roofing and renovation industry for years, hopping from company to company, and finding broken promises at every turn, Jon had enough. The roofing companies he worked for failed to deliver on the commitments they made to him and their clients, and he knew something had to change. He wasn’t just looking to make a living; he was looking to make an impact. That’s when Jon took a leap—starting Steadfast Roofing from the ground up, determined to run things differently and build a business people could trust.

In the heart of Florida, Jon started Steadfast with one key belief: do the right thing, no matter what. His approach stood out from the start. While other companies chased insurance claims, Jon doubled down on a retail-first model, emphasizing transparency, quality, and integrity. His team didn’t just slap a new roof on—they educated homeowners. They explained the products, the process, the pitfalls, and what set their service apart. And with a hands-off approach to insurance claims, Jon made sure his clients knew the exact value of what they were getting, ensuring no corners were cut and every job met Florida’s highest standards.

What makes Steadfast Roofing different? It’s the commitment to deliver, no matter the challenge. Jon’s focus on using high-quality products, hiring in-house crews (never subcontracting), and educating every homeowner on the importance of their roofing choices set him apart in a competitive market. He knew that cutting corners might save money, but it would cost more in the long run. That’s why his team doesn’t rush jobs or disappear after installation. They stand by their work and earn their clients’ trust through every phase of the project. For Jon, a happy client is an advocate, and in roofing, that’s worth gold.

Jon’s philosophy isn’t just a business model—it’s a blueprint for success that every roofer should follow. His relentless pursuit of excellence, refusal to settle for subpar materials or labor, and commitment to treating every home like his own are lessons any roofer can learn from. He teaches that the little details—like proper ventilation, attic inspections, and same-day quotes—matter. His emphasis on walking away from bad business, when necessary, is proof that integrity wins in the long game. Jon doesn’t just want clients; he wants clients for life. Roofers looking to up their game should imitate Jon’s leadership, his retail focus, and his unshakable dedication to quality.

And where is Steadfast Roofing headed next? After surpassing $3.6 million in his first year, Jon has no plans to slow down. With business doubling year over year, Jon’s model is proving that integrity and a focus on quality not only set you apart—they build empires.

Jon Starry has laid out a roadmap for success that every roofer should follow. Here are key elements of his approach that set Steadfast Roofing apart and should be adopted by any roofer aiming for long-term success:

In-house crews: Steadfast Roofing doesn’t cut corners by hiring outside crews. Jon’s commitment to using in-house labor ensures accountability and top-notch workmanship on every job. This also builds a culture of consistency within the company, something subcontractors can’t provide.

Educate the client: From explaining ventilation to pointing out roof-specific issues, Jon goes the extra mile to make sure homeowners understand the entire process. The more informed the client, the stronger the relationship—and Jon knows this builds long-term trust.

Same-day quotes: Time kills deals, and Jon knows it. Steadfast Roofing delivers quotes during the appointment, giving clients immediate options and leaving no room for hesitation. A fast, transparent quoting process keeps clients engaged and ready to move forward.

Embrace automation and follow-ups: Leveraging ProLine CRM, Jon stays connected with potential clients through automated follow-ups, ensuring no lead falls through the cracks. Speed to lead matters, and Jon’s system keeps his sales pipeline flowing smoothly.

By adopting these practices, any roofer can move closer to the level of success Jon has achieved with Steadfast Roofing. His approach is all about quality, transparency, and efficiency—and that’s a formula every roofer should replicate.

Jon’s Experience With ProLine

Jon Starry of Steadfast Roofing faced a common problem that plagues many roofing companies—losing leads due to a lack of consistent follow-up. As his business grew, Jon found that despite his team’s best efforts, potential clients were slipping through the cracks. Follow-up was weak, and too many opportunities were getting lost in the noise of everyday operations. Jon needed a CRM that could handle this pain point head-on, ensuring no lead or customer was left unattended.

ProLine became the game-changer for Steadfast Roofing. With its automation and focus on follow-up, Jon’s sales process was completely transformed. “The biggest part where the sales process dwindles with every company is just follow-up, and you guys made that your top priority,” Jon said. ProLine’s automation allowed Jon’s team to stay on top of their pipeline, re-engaging leads that had gone cold months before. The rehash campaigns, in particular, brought back lost business and rekindled conversations with homeowners who had originally passed on their roofing services.

By using ProLine, Jon saw a significant increase in his close rate. Leads that had been contacted six months to a year earlier were being converted into signed contracts, all thanks to the automated follow-ups. “We’ve seen a huge increase in our close rate. ProLine has paid for itself just by helping us capture the business we would’ve otherwise lost,” Jon explained. The system kept his business top-of-mind for potential clients, making sure his team stayed engaged with every opportunity.

Onboarding with ProLine was seamless, and Jon appreciated how the platform integrated smoothly with his existing tools. “You guys truly customized it to cater to the tools I use. I didn’t have to change my sales process, and you made everything communicate better than I imagined,” Jon noted. This allowed Steadfast Roofing to stay efficient without reinventing the wheel, which meant more time for closing deals and less time worrying about software.

Thanks to ProLine, Jon now has the peace of mind to know that follow-ups and client communications are happening, even when he’s not directly involved. “With ProLine doing all the communicating for me, I can step back when needed, knowing things are still covered,” Jon said. ProLine didn’t just improve his sales process—it gave him the freedom to focus on growing his business, confident that nothing was slipping through the cracks.

Three Key Insights from Jon’s Episode:

Implementing a Retail-First Roofing Model (3:18)
Jon Starry explains why focusing on retail roofing over insurance work builds long-term success. He stresses the importance of educating customers on roofing products and processes to foster lasting trust.

The Power of Speed-to-Lead in Converting Roofing Leads (34:14)
Jon reveals how automated, immediate text responses have boosted success rates with Facebook leads. Fast replies make potential clients feel prioritized, leading to higher conversion rates.

Presenting Roofing Proposals in Person (29:03)
Jon shares how providing quotes during appointments, rather than via email, leads to higher close rates. Walking customers through their options face-to-face builds trust and seals the deal faster.

Jon, thank you for trusting us and sharing your journey, especially how you’ve grown your roofing business through key strategies. It’s inspiring to see your success with a retail-first model, strong follow-up systems, and focus on customer experience. We’re excited to watch Steadfast Roofing thrive. Thanks again for being part of this conversation!

Want to see ProLine in action? Check out our overview video. Then, book a demo to ask all your questions.

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