Deck Builder Florida | The Deckmaster

High-End Deck Builder in Florida

Jon Benaglio, known as The Deckmaster, is the founder of Deckmasters of Florida, one of the leading luxury deck and outdoor structure builders in the Southeast. With over a decade of experience in the roofing industry—where he oversaw the installation of thousands of roofs across Florida following major hurricanes—Jon developed a deep understanding of structural integrity, weather performance, and large-scale project execution.

Prior to founding Deckmasters, Jon owned an insurance company and worked as a financial advisor, bringing a unique perspective on risk, investment, and long-term value—principles that now define every project his company delivers.

Under his leadership, Deckmasters of Florida has grown into a premier builder of high-end residential and commercial outdoor structures, routinely executing projects ranging from $100,000 to multi-million-dollar builds. The company has delivered landmark work, including the longest Trex deck in Florida history at the Seminole Reservation, and has worked with globally recognized brands such as Ritz-Carlton, Waldorf Astoria, Hilton, and Marriott, along with private clients including business leaders, athletes, and high-profile homeowners.

Deckmasters of Florida is a multi-time NADRA award winner in the commercial deck building category and has been featured in leading industry publications, including Deck Specialist Magazine. The company’s work has also been showcased on television, including appearances on Destination Miami, and has contributed to projects associated with HGTV.

Specializing in hardwoods such as Cumaru and Ipe, as well as advanced composite systems, Jon and his team focus on building structures designed to perform in demanding coastal environments. Their work spans Florida, coastal Georgia, and into Hilton Head.

Deckmasters of Florida is a TimberTech Platinum Installer and is widely recognized for its craftsmanship, production scale, and ability to execute complex, high-detail builds. The company operates with strong demand and typically maintains a waitlist of clients seeking its services.

Beyond the jobsite, Jon is active within the industry as a speaker and educator, having been invited to speak at events and contribute to entrepreneurship education, including participation in programs at Florida Atlantic University. Alongside his team, he continues to collaborate with leading manufacturers and contribute to the evolution of modern deck building through media, education, and content that showcases both the craft and the culture of the trade.

Deckmasters of Florida is not a bid-driven company—it is a relationship-driven builder trusted to deliver high-level projects where quality, scale, and execution matter.