Cailin is from Browning, Illinois, and attended Astoria High School in Astoria, Illinois. After graduating she furthered her education at Western Illinois University where she received a Bachelors Degree in Marketing. While attending WIU she was a member of Sigma Sigma Sigma Sorority. In addition, she marketed for WIU through numerous campaigns such as being on billboards, pamphlets, and the WIU commercial. She was also a member of RockyThon. In 2021 Cailin had the honor of being named Miss Schuyler County where she advocated for the importance of agriculture and served as a role model in the community. As a Real Estate Agent Cailin has plans to work directly with farmers to stop commercialization in rural Illinois through communication and dedication to her clients and their special needs.