PITCH Roofing Staff

PITCH Professional Roofing Staff

At PITCH Roofing, our dedicated team of professionals brings over 60 years of combined experience to every project. Our staff is committed to providing top-quality roofing services with a focus on transparency, honesty, and customer satisfaction. From initial consultation to project completion, we ensure clear communication and expert workmanship. Trust our skilled and knowledgeable team to handle all your roofing needs with care and precision.

THE TEAM

Current PITCH Roofing Staff

PITCH Roofing outside new
60
Years Of Combined Experience
ron

Ron Olson

President / CEO

With a results-driven management style, Ron ensures top-quality roofing services focused on transparency, honesty, and customer satisfaction. His extensive background in roofing, construction, sales, and operations aligns perfectly with PITCH’s commitment to clear communication and expert workmanship.

Bill Slover VP Marketing

Bill Slover

VP OF Marketing

Bill brings over 30 years of marketing and executive management experience. Specializing in strategic marketing campaigns and partnerships, Bill’s leadership ensures the successful direction of projects and supports PITCH’s commitment to delivering top-quality services with clear communication.

Dominic Pickard Commercial

Dominic Pickard

Director, Commercial

Born and raised under Florida’s sunshine, Dominic brings nearly two decades of low‑slope roofing expertise to PITCH Commercial. Since first stepping onto a jobsite in 2006, he’s honed his craft in asset protection, balancing rigorous production standards with genuine care for each client’s needs. Whether it’s a single‑ply membrane or a complex re‑roof, Dominic champions seamless communication, proactive problem‑solving, and the kind of attention to detail that turns commercial projects into lasting partnerships.

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Caitlin Cook Inside Sales Representative

Caitlin Cook

Production Manager

Caitlin provides crucial support across all aspects of our business, from helping clients understand their roofing packages to supporting our field teams. From the initial conversation to the final inspection, Caitlin makes the roofing process simple and easy for our customers.

Courtney Laun

Courtney Laun

Office Manager

Courtney brings a highly organized approach to her role as Office Manager at PITCH Roofing, overseeing daily operations and providing crucial support to our entire team. With a strong focus on clear communication and efficient workflows, she ensures that the internal aspects of our business run smoothly. By fostering a positive and structured environment, Courtney empowers our staff to deliver exceptional customer service and plays a vital role in making the roofing experience simple and seamless for everyone.

Michael Pirolo Senior Commercial Sales

Michael Pirolo

Senior Commercial Sales

Michael Pirolo brings 27 years of roofing industry experience to PITCH Roofing, with a strong focus on commercial roofing, waterproofing, roof assessments, and large-loss restoration projects. Based in Clearwater, Michael has experience across TPO, EPDM, built-up, and metal roofing systems for industrial, retail, and multi-tenant properties.

Known for his strategic approach and relationship-focused leadership, Michael helps clients navigate complex roofing needs with clear communication, practical solutions, and a commitment to long-term value.

Benjamin Brainard Project Development Manager

Benjamin Brainard

Field Supervisor

A St. Petersburg native and USF St. Pete graduate, Ben is dedicated to helping homeowners find the best roofing solutions. With a customer-first approach, he ensures every partner gets the guidance and support they need for a seamless experience. Outside of work, he enjoys fishing, hunting, and exploring Florida’s springs and beaches.

Will Slover Marketing Specialist

Will Slover

Marketing Specialist

Will is our go-to marketing specialist who oversees advertisements and creates engaging multimedia materials for our customers. In short, Will showcases the quality workmanship and customer service that we bring to every roofing project.

heather ware

Heather Ware

SEO Content Strategist

Heather is responsible for organic SEO strategy and producing customer-focused content that meets the needs of our local community. With a passion for making roofing information simple and accessible, Heather empowers our customers to make informed roofing decisions.

Kate Boggs

Kate Boggs

Social Media Manager

Kate started in roofing on the sales side, explaining to homeowners why their roof mattered. Somewhere in there she realized she liked making people care before the leak more than closing the deal, which is a different skill and basically the whole job of marketing.

Now she runs PITCH’s presence across Instagram, Facebook, TikTok, LinkedIn and YouTube, turning things like drip edges and hurricane prep into content people actually stop scrolling for. Proof that roofing content doesn’t have to be boring just because roofs are.
 
Kevin Rock Project Development Manager

Kevin Rock

Project Development Manager

Kevin Rock brings a strong foundation in sales and account management, with a proven track record of building lasting client relationships. His commitment to understanding customer needs and delivering tailored solutions has made him a trusted partner for homeowners. Kevin’s goal is to ensure every roofing project exceeds expectations while maintaining clear and effective communication throughout the process.

Scott Pillar

Scott Pillar

Project Development Manager

A New Jersey Shore transplant who’s called Florida home since 2015, Scott brings over 35 years of hands-on carpentry and remodeling experience to the PITCH team, from foundation to ridge cap. His Army National Guard service instilled the discipline and attention to detail that he carries into every project, ensuring homeowners receive the quality and care their investment deserves. A proud husband, father of four, and grandfather of three, Scott understands the importance of protecting the place families call home.

REVIEWS

What Our Customers Are Saying

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joan marie leverone
5.0
August 25, 2026
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Billy Bob (Reverand)
5.0
August 11, 2026
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Mayra Martinez-Fernandez
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July 28, 2026
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Michael Clayton
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July 13, 2026
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July 7, 2026
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5.0
June 17, 2026
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June 7, 2026
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Dan K.
5.0
June 3, 2026
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May 29, 2026
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May 9, 2026
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Nicolas Castellanos
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Andre Blanc
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Kim C.
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Derek Ohlms
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PITCH PERKS

LIMITED TIME: EXCLUSIVE BENEFITS

For a limited time, we are including all of these PITCH Perks with your roof replacement, FREE!

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Exclusive Preferred Black Tie Service, Free Scheduled maintenance and more.

Preferred Protection Warranty Resources

Free Upgrade to Owens Corning Preferred
50 year Warranty

PITCH Roofing - Roofing Done Right

Free Wind Mitigation

Wind mitigation inspections are the easiest way to save money on your insurance premiums and to ensure your roof can protect your home against the frequent Florida rain.