Business Details
36 Years
experience
Trusted Roofing Solutions in Crestwood, KY
Masters Roofing has been a family-owned and operated roofing company serving Oldham County, Louisville Metro, and Southern Indiana since 1990. Founded by Doug Pitcock, our business has built a reputation for high-quality craftsmanship and exceptional customer service. With over 35 years of experience, we specialize in residential and commercial roof replacements, repairs, and insurance claim assistance. Our team includes Dougs sons, Matt and Jake Pitcock, who bring decades of combined expertise in roofing solutions. We prioritize community relationships, treating every client like family while maintaining a commitment to integrity and transparency.Our focus on prompt service, detailed inspections, and durable installations has made us a trusted local name. We work closely with insurance providers to simplify claims and ensure fair pricing for storm damage or leaks. From initial estimates to final clean-up, our process emphasizes efficiency, respect for property, and lasting results. Testimonials highlight our reliability, clear communication, and dedication to resolving roofing challenges. As a locally rooted business, we value long-term customer satisfaction over short-term gains.
Services
Roof Replacements
Insurance Claims
Roof Repairs
Residential Roofing
Commercial Roofing
Details
- Year established: 1990
Highlights and features
- We are a family-owned business with 35+ years of local roofing experience.
- Our team provides free estimates and transparent pricing for all projects.
- We specialize in insurance claim assistance and storm damage repairs.
- Our crew treats every property with care during installations and clean-ups.
- Testimonials highlight our prompt service and long-term customer relationships.
What people say
Superior service
Excellent work
Prompt and professional
Fair pricing
Outstanding results
Services
Roof Replacements
We install durable residential and commercial roofs using premium materials. Our process includes detailed inspections, precise measurements, and personalized design consultations. Clients receive transparent pricing and timelines before work begins.
Insurance Claims
Our team assists with hail or wind damage assessments and insurance filings. We provide honest evaluations, photographic documentation, and direct communication with providers to streamline claims and repairs.
Roof Repairs
We address leaks, missing shingles, and minor damage promptly. Services include debris removal, sealant application, and structural integrity checks to prevent future issues while preserving roof longevity.
Residential Roofing
Specializing in single-family homes and condos, we offer tailored solutions for replacements and repairs. Our crew prioritizes property protection during work and ensures seamless color/material matching for aesthetic consistency.
Commercial Roofing
We service offices, churches, and multi-unit buildings with durable commercial-grade materials. Our team handles large-scale installations, maintenance plans, and urgent repairs with minimal disruption to operations.
People
Doug Pitcock
Founder
Founded Masters Roofing in 1990 after identifying a need for reliable local roofing services. Built the company into a community staple before transitioning leadership to his sons while remaining involved in key projects.
Matt Pitcock
Owner & President
Joined the company in 1999, bringing business administration expertise. Oversees operations and estimates while maintaining hands-on client interactions. Prioritizes modern management practices alongside traditional craftsmanship values.
Jake Pitcock
Co-Owner & Vice President
Has contributed to roofing projects since 2001, focusing on technical estimates and repair strategies. Balances fieldwork with administrative responsibilities to ensure service quality aligns with company standards.
Bill Matthews
Sales & Services
Veteran team member with 30+ years of experience in roofing assessments and client consultations. Known for thorough inspections and clear communication about repair needs and project scopes.
Questions
What areas do you serve?
We serve Oldham County, Louisville Metro, and Southern Indiana for residential and commercial roofing needs.
Do you offer free estimates?
Yes, we provide free, no-obligation estimates for all roofing projects and repairs.
How do you handle insurance claims?
We assist with storm damage documentation, communicate directly with insurers, and guide clients through the claims process.
Are your roofers trained professionals?
Our team includes experienced technicians with decades of combined roofing expertise and safety training.
What's your response time for emergencies?
We prioritize urgent leak repairs and schedule emergency visits as soon as possible during business hours.
Reviews (1)
AliceandDavid May
Sep 01, 2015
Report
Masters Roofing is professional and efficient. Great service, quick response to any problem we have had.
