If you ask a Marine, “What does it take to run a successful business?” you might expect a response about grit, discipline and resilience. For one veteran-owned roofing business, these values are at the core of everything they do, but the story doesn’t start with roofing. It starts with four years of service in the U.S. Marine Corps and a path of self-reliance and perseverance. Here’s how one former Marine Corporal (Cpl), Adam Cherup, transformed his military experience into a thriving business, with a little help from family and a lot of hard work.

A Marine’s journey to business ownership

Our story begins with a four-year stint in the U.S. Marine Corps. Rising to the rank of E-4 Cpl, this future business owner learned invaluable lessons about teamwork, loyalty and commitment. However, when Adam left the Marines, he felt ready for a new mission: working for himself. “The Marine Corps instilled in me a desire to take charge,” he shared, “and to work without needing a boss over my shoulder. Little did I know that running a business would mean I’d end up with more ‘bosses’ than ever—our customers. My wife reminds me of that often!”

It was his wife, Brittany, who introduced him to the roofing world. Together, they started a modest roof-cleaning company, handling maintenance and basic repairs. But when a hurricane struck, the demand for full roof replacements skyrocketed. They took on the challenge, expanding their services to meet the growing needs of their community. What started as a small venture had now grown into a full-service roofing business, equipped to tackle everything from residential projects to larger-scale hurricane repairs.

The backbone of the business: Teamwork and family

Though the fieldwork came naturally to him, running a business required new skills. “I’ve always been the hands-on guy, but my wife is the brains behind the business,” he explained. She taught him about managing overhead costs, balancing budgets and handling the day-to-day operations. This partnership, much like his military team, became the backbone of the business. Together, they bring unique strengths to the table, combining field expertise with smart business management.

His experience in the Marine Corps laid a strong foundation for their teamwork. In the military, success hinges on relying on others and supporting the mission—qualities that became essential when building their roofing company. And, as he discovered, keeping customers satisfied became their new mission. Happy customers meant repeat business and referrals, which became the lifeline of the company.

The road to recognition: Proud career accomplishments

In a short time, this Marine-turned-business-owner has achieved impressive milestones. Known as the go-to expert for shrink-wrap roofing solutions, he’s collaborated directly with manufacturers, helping to refine installation methods and broaden the product’s application. From working on private islands to securing contracts in Fort Myers, his team’s skill and dedication have earned them a respected reputation. After Hurricane Helene, they even had the chance to bid on a project for the Tampa Bay Rays’ stadium—a testament to their reliability and skill.

Advice for aspiring business owners

What would Adam have to say to others dreaming of starting their own business? “Work hard and don’t give up. There will always be challenges and there’s always someone ready to hold you back.” His advice isn’t just about resilience but about learning from every experience, even the setbacks. “Take the positives from each situation and learn from the things that didn’t work out. Those non-successes are just opportunities to find a new way to do something.”

Looking ahead

After 15 years in business, this veteran-owned roofing company has become a trusted name in the community. With a foundation in Marine Corps values, they’ve built a reputation on reliability, resilience and an unwavering commitment to their customers. Every project reflects their dedication to quality and care, turning satisfied clients into loyal advocates.

Running a veteran-owned roofing business means more than just being your own boss, it’s about finding purpose and making an impact. As he and his wife continue to grow their company, they’re not just building roofs; they’re building a reputation for integrity, hard work and community service. And just as he learned in the Marines, every challenge they face is an opportunity to grow and become stronger. After all, once a Marine, always a Marine—and that spirit shows in everything they do.

For this team, roofing isn’t just a business, it’s a mission. They’re here to serve their community, one roof at a time.

Thank you for your service to our country, Adam!