Shareef Huddle spent five years on roofing crews and nearly 30 years in technology. Now he is helping roofing contractors across the country advertise inside ChatGPT while most of the industry has never heard of the platform’s new ad program.
CITRUS HEIGHTS, Calif. Before Shareef Huddle started helping roofing contractors advertise inside ChatGPT, he had already lived on both sides of the industry’s technology gap. The Citrus Heights, California founder spent nearly 30 years in technology, including 15 years as a Cloud Ops Architect. He also spent five years working on roofing crews, putting down squares, rolling felt, and hot mopping roofs. Now he is combining those two backgrounds to help roofing companies nationwide prepare for what he believes could be the next major shift in how homeowners choose a contractor.
In May 2026, OpenAI launched a self-serve ChatGPT Ads Manager, giving businesses the ability to purchase and manage paid placements inside ChatGPT conversations for the first time. Huddle’s company, Huddle Web Works, which works exclusively with roofing contractors nationwide, has begun managing those campaigns for its clients. The company says it is the first roofing-exclusive company it knows of to offer management of the new ad format.
The shift matters because homeowners with a leak, storm damage, or an aging roof are increasingly opening ChatGPT and simply asking who to call, the same way they once typed the question into Google. Most roofing companies have no presence there at all.
“In my decades of working in tech, I have seen how fast a platform shift can catch an industry off guard,” said Huddle. “Roofers cannot afford to wait and see on this one.”
Huddle views the current moment as an early-adopter window. Established channels such as Google Ads and Local Services Ads often place several roofing companies in direct competition for the same homeowner. A roofing company advertising on ChatGPT today is often the only one in its market doing so. As more companies discover the platform, that window narrows and costs rise.
Huddle Web Works has added ChatGPT ad management to its Search-to-Booked Roofing System™ at no additional management fee. The company handles campaign setup and ongoing management, then directs interested homeowners to a dedicated landing page designed to generate a phone call rather than sending them to a general company website.
Huddle emphasized that paid ChatGPT placements are different from AI search optimization, often called GEO. GEO focuses on earning organic mentions in AI-generated answers, while the new offering involves paid advertising displayed within ChatGPT.
The rollout also follows the company’s one-roofer-per-market model. Huddle Web Works accepts only one roofing contractor in a given city, which means no direct competitor in that market can run the same system at the same time.
“I am not interested in getting a roofer a little bit of attention on a new platform and calling it a win,” Huddle said. “We are building this the same way we approach everything else: a system that runs every month and gets stronger over time, not a one-time stunt.”
For Huddle, the years on roofing crews are not a footnote. He says he built the system after watching good roofing companies lose jobs to competitors who simply showed up first online, often while paying agencies that had never set foot on a job site.
Roofing contractors anywhere in the country can learn more about the program and check whether their market is available at huddlewebworks.com.
About the Company
Huddle Web Works, headquartered in Citrus Heights, California, works exclusively with roofing contractors nationwide. Its Search-to-Booked Roofing System™ is built around one-roofer-per-market exclusivity, combining Google Business Profile management, Local Services Ads, website and local search presence, and now managed ChatGPT advertising into a single system rather than a collection of separate services.
The company is founded and operated by Shareef Huddle, who brings nearly 30 years of technology experience, including 15 years as a Cloud Ops Architect, along with hands-on roofing crew experience, to every client relationship.
Media Contact
Shareef Huddle
Huddle Web Works
(916) 458-5050