Meet Malaika K. Caldwell, Esq., LL.M

Strategic Legal Executive | ERISA Expert | Founder & Principal| Kellogg EMBA Candidate ‘27

Malaika K. Caldwell is a strategic legal executive with more than 15 years of experience at the intersection of ERISA, global benefits, executive compensation, and inclusion. She founded ExecuComp Consulting to bring that same executive-level counsel directly to individuals and organizations who need it most.

Called a “unicorn” by peers and recognized in Modern Counsel Magazine, Malaika is one of a rare few Black female attorneys in the country with a deep ERISA expertise. She began her career as a Total Rewards leader and then as an Investigator with the U.S. Department of Labor’s Employee Benefits Security Administration. She then built her private practice at AM Law 200 firms — including Ice Miller and Faegre Drinker — advising Fortune 100 clients. In 2022, she joined Kyndryl, the world’s largest IT infrastructure services company, where she serves as Director & Senior Counsel.

A proud West Side Chicago native, Malaika is also a Kellogg EMBA Candidate ‘27, LCLD Fellow, and Board Member committed to community and servant leadership. She authors “The Servant Counsel’ newsletter on LinkedIn — a biweekly exploration weaving together business, culture, and the moments that remind us why leadership matters.

Credentials & Recognition

  • J.D., UIC School of Law, 2011

  • LL.M. in Employee Benefits Law, UIC School of Law, 2012

  • Kellogg School of Management, EMBA Candidate ‘27

  • LCLD Fellow, 2023

  • Illinois Super Lawyers Rising Star, 2019 & 2020

  • Heart of Kyndryl Award, 2024

  • Featured in Modern Counsel Magazine

  • Former U.S. Department of Labor, EBSA Investigator

Malaika K. Caldwell, Esq. LL.M., founder of ExecuComp Consulting, ERISA attorney and executive compensation consultant

Let’s Work Together

Ready to get expert guidance on your compensation, benefits, or career strategy? Reach out and we’ll be in touch shortly.