Practice and Industry Groups

Malaika K. Caldwell

Associate Chicago

Ms. Caldwell is an associate in the firm’s Employee Benefits Group and assists clients on a variety of compliance, administration, and plan design issues including qualified plans, governmental plans, multi-employer plans, and health and welfare plans.  Her practice covers all aspects of employee benefits.  Ms. Caldwell has assisted clients with federal tax questions, compliance with federal law, fiduciary issues, and has drafted plan documents and summary plan descriptions. She has experience advising clients on all aspects of the Patient Protection and Affordable Care Act that affect employee benefit plans, including coverage mandates and reporting requirements.

Ms. Caldwell also has considerable experience in governmental compliance programs including the Internal Revenue Service’s Employee Plans Compliance Resolution System, and the Department of Labor having served as an Investigator with the DOL’s Employee Benefits Security Administration. She has broad experience researching group health and welfare plans, and she regularly works with clients on a broad range of benefit issues, such as plan formation and design.

Professional Activities and Speeches

Professional Activities:

  • Chicago Bar Association
  • Illinois State Bar Association
  • Black Women Lawyers' Association


  • IPPFA Pension Conference - ''IRS Employee Benefits Compliance Update'' - Itasca - May 2017
  • John Marshall Law School - ''Careers in Employee Benefits'' - Chicago - November 2016
  • IRS Compliance Update - ''IPPFA 2016 Mid-American Pension Conference'' - Lake Geneva - October 2016
  • LHD Benefits Seminar - ''An Insider's Perspective on the DOL Audit'' - Indianapolis - March 2015
  • Indianapolis Bar Association - ''Contractor vs. Employee: Avoiding Misclassifications and the Impact on Employee Benefits'' - Indianapolis - June 04, 2014

Our Insights


Media Quotes

2012 - TaxEB InBrief - "Plan Fiduciaries Can Right Some Wrongs"