Like a Boss Roofing is based right here in Kissimmee — not dispatched from somewhere else. We handle roof replacement, repair, and storm damage for homeowners throughout Osceola County, with the same crew you can call again next year.
Our office is at 20 S Rose Ave STE 7 in Kissimmee. Like a Boss Roofing is the roofing division of MPG Management, a family-owned company serving Osceola County homeowners and property managers.
Whatever your roof needs, we handle it — from a single repair to a full replacement.
Kissimmee's roofs range from older shingle roofs in established neighborhoods near downtown to newer tile and shingle systems in communities like Storey Park and Poinciana. We know Osceola County's permitting process, common HOA requirements, and the hurricane-code standards Florida requires — so your project moves smoothly from inspection to final walkthrough. With Central Florida's storm season bringing regular wind and hail exposure, we also make sure every roof we touch here is built to hold up, not just look good on install day.
Being local also means we're easy to reach after the job is done. If a question comes up during your next insurance renewal or a home sale inspection flags something on the roof, you're calling the same Kissimmee office and the same crew — not a call center reading from a script.
“Not only did they exceed our expectations, but they were under budget. Most important thing — they did everything they said they were going to do. That is genuinely rare in this industry.”
Yes. We work throughout Kissimmee, including HOA-governed neighborhoods, and we're familiar with the documentation many HOAs require before and after a roofing project.
Timelines vary by project scope and the county's current volume. We handle the permitting process for you and give you a realistic timeline as part of your written estimate.
We're based at 20 S Rose Ave STE 7 in Kissimmee. When you call, you're reaching the company that will actually show up to your house.
Yes. Like a Boss Roofing operates under Florida Certified Roofing Contractor License CCC1337784, and we carry insurance on every job.
Yes. We work on older shingle roofs near downtown Kissimmee just as often as newer tile and shingle systems in growing communities like Storey Park and Poinciana — the inspection process is the same either way.
Fill out the form and we'll reach out within one business day. Or just call — we pick up.
Or call (407) 487-4800 · roofing@bookmpg.com