Whittaker General Contracting
I had been operating as a sole proprietor for 8 years and finally got tired of the personal liability. File.Business formed the LLC, set up the right insurance partners, and walked me through the Florida CILB license transfer.
Tom Whittaker, Founder · $2.2M revenue · 9 employees + 6 sub crews · Formed 2023
The situation
Tom operated as a sole proprietor general contractor for 8 years. After a near-miss accident on a project site, he decided he needed liability separation.
What File.Business did
Formed Floridan LLC. Transferred Florida CILB (Construction Industry Licensing Board) license to the LLC. Set up Florida sales tax and employer withholding. Coordinated commercial general liability insurance (~$8K/year) and workers compensation through partner broker. Created subcontractor agreement templates.
The outcome
Personal liability separated from business. Insurance premiums tax-deductible at LLC level. Subcontractor agreements protect against misclassification claims. $2.2M year-1 revenue post-LLC.
Key facts
| Industry | Construction |
|---|---|
| Entity structure | Floridan LLC |
| Year formed | 2023 |
| Scale at story point | $2.2M revenue |
| Team | 9 employees + 6 sub crews |
About this case study
This is a representative composite case study based on patterns we see across many similar customers. Names and identifying details have been changed. The structure, services, and outcomes described are typical of customers in this segment.
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