Skyler Barber
Chief Marketing Officer
Skyler Barber is Chief Marketing Officer of The Rollyson Group, where she leads the agency’s brand presence, digital strategy, and client outreach across Central Florida.
With extensive training in social media, SEO, and GEO (Generative Engine Optimization), Skyler builds and refines the systems that help the agency stay visible, relevant, and top-of-mind for both personal and commercial clients. She focuses on creating clear, effective content and campaigns that support the team’s growth while strengthening relationships in the communities The Rollyson Group serves.
Outside of work, Skyler values time on the water—whether at the beach or on the lake—and prioritizes time with friends and family. That same balance of energy and connection shapes how she approaches marketing: practical, people-focused, and built for long-term results.
Skyler’s combination of digital expertise and genuine local roots helps The Rollyson Group stay competitive and approachable as it continues to expand its commercial and personal lines offerings.
