We are a full-service insurance supplement and estimating company. Since 2015, we have been helping roofing companies navigate the insurance supplement process from start to finish. As restoration specialists, we know how to navigate the insurance ecosystem, ensuring all of your potential costs are taken into account.
We ensure all of your potential costs and the full extent of the damage are taken into account.
Our Team
Mike Weckerle
President
Mike has spent a decade helping restoration contractors maximize profits and improve cash flow through accurate and timely estimates and supplements. As President of Contractor Supplement Solutions, he leads a team of 20 highly motivated professionals dedicated to providing personalized customer service and backend support to restoration contractors nationwide.
Before joining Contractor Supplement Solutions, Mike served as Sales Manager at JA Edwards of America, a roofing contractor based in Orlando, Florida. He helped build a sales team that transformed the company from a local startup to a multimillion-dollar statewide entity – giving him firsthand insight into the challenges and opportunities that contractors face at every stage of growth.
Mike is a Winter Park, Florida, native and attended Rollins College, where he earned a bachelor’s degree in economics. Outside the office, he is passionate about family and community. He spends his free time with his wife and two daughters and serves as the Pitching Coach for the Winter Park High School baseball team.
Whitney Dunlap
Senior Account Manager
Whitney Dunlap is an experienced Senior Account Manager with a background that blends client relations and commercial/residential construction. She currently leads team operations at CSS, where she manages client accounts, keeps workflows running smoothly, and helps ensure projects stay on track and on schedule.
Before that, she worked as a Project Engineer at Williams Company, contributing to large-scale developments like Vineland Pointe and major retail builds including Target and The Cheesecake Factory.
Whitney started her career in account management at DisposAlll, where she built strong client relationships and played a key role in supporting business growth through thoughtful account management.
Mateo Trinidad
Account Manager
I am an Account Manager at CSS, where I oversee and support contractor clients across the United States. In my role, I focus on helping clients maximize their insurance claims by providing strategic guidance and responsive service. Prior to joining CSS, I built a strong foundation in customer service through my work in call centers, where I developed excellent communication and problem-solving skills. I bring that client-first mindset into my current role, ensuring every partner receives attentive and results-driven support.
Mitch Tomlinson
Graduated from West Virginia Wesleyan College in 2014. I worked as a project manager for a home builder for a few years before entering the storm damage restoration industry in 2016, specializing in residential and commercial roofing projects. My firsthand experience dealing with insurance claims allowed me to transition seamlessly to the supplement side in 2020. My in-depth roofing knowledge and ability to relate to customers are my biggest assets. I’m committed to delivering a personalized experience for every contractor, including prompt response and clear, consistent communication throughout the entire supplement process.