Caitlin M. Ryser
As Operations Manager at Windward, Caitlin Ryser keeps the firm running smoothly while ensuring exceptional client service. She began her career at Windward as a tax intern before moving into the role of Client Service Specialist. Over the years, Caitlin’s dedication and leadership helped her rise into management, where she now supports both clients and the internal team. She values the deep relationships she has built and takes pride in seeing clients achieve their goals. Caitlin lives in Adrian, Missouri, with her husband, Tyler, and their two daughters, Heidi and Demi. She loves being close to family and friends and often hosts gatherings—whether birthday celebrations or casual dinners on the patio. Outside of work, Caitlin enjoys shopping, spa days, trying new restaurants, and catching up on her favorite TV shows. At heart, she thrives on connection, whether supporting clients or creating memories with her loved ones.