Florida Roof Boss VP responds to licensing board fraud allegations

Article Courtesy of  Channel 8 WFLA

By Shannon Behnken

Published June 25, 2026

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TAMPA — The vice president of operations for a roofing company under fire by the Pinellas County Licensing Board has stepped forward to respond to fraud allegations.

 

The county recently fined the head of the newly-launched business, Florida Roof Boss, $6,500 for unlicensed advertising and license fraud.
   

County officials said the fine is in the name of Kristin Windsor because her name appears on the official state paperwork.

Following a recent Better Call Behnken report on the enforcement action, Windsor reached out to defend her name and explain her involvement.

After the report aired last week, Windsor called to explain her role and issued a statement that said, in part:

“My involvement with Florida Roof Boss was based on my understanding that I was participating in lead generation, marketing, customer relations, and sales-related activities while work would be performed by licensed contractors. At all times, I believed licensed professionals were involved in the projects and that the business was operating within the framework that had been explained to me.”

 

Pinellas County fines roofing company for unlicensed advertising, license fraud

It was Nick Jackson, the man listed in advertising as the president of Florida Roof Boss, who Windsor said explained this to her.

The business caught the attention of county investigators because of social media advertisements. An Instagram post included in public records supplied by the Pinellas County Licensing Board shows Nick Jackson and Windsor as the “owners” of Florida Roof Boss.

Jackson is listed as president, while Windsor is listed as vice president of operations. The post also displays a contractor’s license number.

According to the licensing board, neither Jackson nor Windsor are licensed contractors. Investigators said they found that the business was “pulling license numbers from legitimate contractors and pasting them onto its own website and social media pages without permission.”

Because public records for the company list only Windsor, a county spokesperson said the county’s fine this month was issued to only Windsor.

In July 2025, amid two law enforcement investigations, Jackson paid back two customers highlighted in a Better Call Behnken investigation. The customers had paid a combined $18,000 toward new roofs and received nothing.

Windsor said she also wants to clarify her connection to the other roofing company.

Public records list Windsor as a manager of Platinum Roofing beginning in late 2025, as the company changed names. However, Windsor said she did not know Jackson during the period when Platinum Roofing was under investigation.

In a statement, Windsor said:

“I felt it was important to clarify that I was not associated with Platinum Roofing and had no involvement in the events that led to the previous investigation of that company.”

The Pinellas County investigation remains ongoing. Windsor has not yet paid the fine.

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