Cheryl Yakey is an experienced attorney in the insurance and regulatory industries. She counsels insurance industry organizations experiencing regulatory compliance issues in existing and emerging laws and regulations. Cheryl guides organizations through successful negotiation of transactions and draft deal contracts. Her clients include the leading insurance companies, MGAs, TPAs and insurtech start-ups.

Cheryl advises corporations on strategic initiatives relating to legislation, litigation, regulatory audits, and compliance protocols. She is a frequent speaker at insurance industry events, and is a recognized thought leader in industry regulations and emerging laws and regulations. Cheryl is the co-founder and organizer of InsurTech SVSF, creating networking and thought leadership events for the insurtech community in the San Francisco Bay Area. Her LinkedIn group, InsurTech Connect, provides a forum for over 2,200 members of the insurtech community from across the globe.

Cheryl's substantial experience includes leading a nationwide Insurance Regulatory and Compliance practice group, and she has held senior regulatory counsel roles for Kemper Corporation, Genworth Financial, AIG, Munich Re and CNA.


  • California
  • Illinois
  • New Jersey
  • US District Court for the District of New Jersey


  • J.D., with distinction, University of Iowa College of Law
  • B.A., Hamilton College


  • Bar Association of San Francisco
  • Executive Club of Chicago
    • Legal Committee, 2011-2017
  • Chicago Foundation for Women
    • Grant making and Site Visit Committee, 2011-2013