Sheryl Raphael Whitaker

Assistant Vice President Learning & Development | Strategic Leadership | Talent Development at USAA

Functional Area

  • Leadership
  • HR

Superpower

  • HCM
  • Human Capital Management

Detailed info

With over 20 years of experience as a seasoned Learning and Talent Senior Executive, Sheryl has had the privilege of shaping impactful talent and learning strategies for esteemed Fortune 100 and 500 organizations such as USAA, AIG, and State Farm Insurance Company. Her journey has been a blend of executive leadership in Organizational Development, Talent Management, and driving transformative HR strategies. Sheryl’s career highlights include driving talent development transformations, revamping new hire orientation programs, establishing and leading Learning & Development teams, and designing inaugural learning strategies. Notably, her leadership has led to digital transformations resulting in significant increases in voluntary learning engagement within global employee bases. A passion for building inclusive workspaces and cultivating high-performing teams that deliver tangible business results has become Sheryl’s trademark. She thrives in roles where she can directly influence organizational change, achieve operational excellence, align business strategies, and enhance the employee experience. Sheryl holds a Bachelor of Arts in Marketing from Pennsylvania State University and an MBA from Dowling College. Beyond the office, she finds solace in the vibrant strokes of watercolor painting and the thrill of traveling to new destinations. With roots tracing back to Trinidad and Tobago, she carries with her a deep appreciation for culture and heritage, infusing her work with a rich tapestry of experiences.