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Illinois

Ann Gillespie

Acting Director

Midwest Zone

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Ann Gillespie was appointed as Acting Director of the Illinois Department of Insurance (DOI) in April 2024 by Gov. JB Pritzker.

As a former Illinois state senator, Acting Director Gillespie sponsored legislation for the new state-based marketplace (SBM), also known as the Illinois Health Benefits Exchange, which Gov. Pritzker signed into law in 2023. The SBM will operate within the Illinois DOI, enrolling Illinoisans in federal Affordable Care Act (ACA) marketplace health plans beginning Nov. 1, 2025. Additionally, she served as chair of the Senate Appropriations Committee for Health and Human Services and chair of the Medicaid Working Group. She also was a member of the Senate Insurance Committee.

Prior to joining the Illinois General Assembly in 2019, Acting Commissioner Gillespie practiced health care law, served as chair of the Illinois HMO Guaranty Association, and consulted with state insurance departments managing health maintenance organizations (HMOs) in receivership.  

Acting Director Gillespie is a Six Sigma Black Belt with expertise leading teams in health insurance operations process improvement. She has held several leadership roles in the health care industry, including at CVS/Caremark. She was vice president, member communications operations, heading member communication strategy and operations for commercial and Medicare lines of business. Prior to that, she was vice president, operations member experience, leading the pharmacy benefit manager (PBM) enterprise team.  

Acting Director Gillespie earned a Juris Doctor (J.D.) from DePaul University College of Law (Chicago, IL) and a bachelor’s degree from the University of Illinois at Urbana-Champaign.

Office Information
Chicago Office

115 S. LaSalle Street
13th Floor
Chicago, IL 60603
United States

Main

Illinois Department of Insurance
320 W. Washington Street
4th Floor
Springfield, IL 62767
United States

Primary Phone Number:

Primary Fax Number:

  • Department

    Category

    Contact

    Phone

    Email

  • Illinois

    Patrice Dziire
    Deputy Director, Consumer Education & Protection

    (312) 814-1835

    Patrice.Dziire@illinois.gov

  • Illinois

    Vacant

    (312) 814-8195

  • Illinois

    Daniel Frey
    Legislative Affairs

    (312) 814-8221

    Daniel.Frey@illinois.gov

  • Illinois

    Shannon Whalen
    Chief Deputy Director of Financial Solvency

    (217) 558-2757

    Shannon.Whalen@illinois.gov

  • Illinois

    KC Stralka
    Chief of Staff

    (312) 814-2117

    KC.Stralka@illinois.gov

  • Illinois

    Ryan Gillespie
    Chief Deputy Director of Product Lines

    (217) 558-2746

    Ryan.Gillespie@illinois.gov

  • Illinois

    Rob Havens
    Chief Financial Officer

    (217) 782-8638

    Rob.Havens@illinois.gov

  • Illinois

    Beth Sill
    Executive Assistant to the Director - Chicago Office

    (217) 558-4022

    Elizabeth.Sill@illinois.gov

  • Illinois

    Stephen Underwood
    Chief Information Officer

    (217) 782-7544

    Stephen.Underwood@illinois.gov

  • Illinois

    Andi VanderKolk
    Legislative Liaison

    (312) 814-5420

    andi.vanderkolk@illinois.gov

  • Illinois

    Annual Statements - All Companies

    Marcy Savage
    Deputy Director, Corporate Regulatory Section

    (217) 524-0016

    Marcy.Savage@illinois.gov

  • Illinois

    Annual Statements - Life, Accident & Health/HMO

    Ben Berry
    Acting Unit Supervisor

    (217) 557-0407

    Ben.Berry@illinois.gov

  • Illinois

    Annual Statements - Property & Casualty

    Vacant
    Analysis Supervisor

  • Illinois

    Company Licensing - Health Maintenance Organization (HMO)/Life, Accident & Health

    Amy Stuart
    Unit Supervisor

    (217) 782-9694

    amy.stuart@illinois.gov

  • Illinois

    Company Licensing - Property & Casualty

    Marcy Savage
    Deputy Director, Corporate Regulatory Section

    (217) 524-0016

    Marcy.Savage@illinois.gov

  • Illinois

    Company Licensing - Surplus Lines, Captive, Risk Retention and Purchasing Groups

    Marcy Savage
    Deputy Director, Corporate Regulatory Section

    (217) 524-0016

    Marcy.Savage@illinois.gov

  • Illinois

    Conservation, Rehabilitations - Liquidations

    Kevin Baldwin
    Office of Special Deputy Receiver

    (312) 836-9529

    kbaldwin@osdchi.com

  • Illinois

    Department Counsel

    Joanna Coll
    Chief General Counsel

    (217) 720-7910

    joanna.coll@illinois.gov

  • Illinois

    Deposits

    Lindsey Merriman
    Accountant Supervisor, Tax & Audit

    217-782-9760

    Lindsey.F.Merriman@illinois.gov

  • Illinois

    Examinations - Financial (Life, Accident & Health/Property & Casualty)

    Cindy Andersen
    Chief Examiner

    (312) 814-2423

    cindy.andersen@illinois.gov

  • Illinois

    Examinations - Financial (Property & Casualty)

    Cindy Andersen
    Chief Examiner

    (312) 814-2423

    cindy.andersen@illinois.gov

  • Illinois

    Examinations - Market Conduct (Life, Accident & Health/Property & Casualty)

    Vacant
    Chief Market Conduct Examiner

  • Illinois

    Examinations - Producer (Agent)

    Sara Stanberry
    Assistant Deputy Director - Licensing, Education and Testing

    (217) 782-5415

    Sara.Stanberry@illinois.gov

  • Illinois

    Fees - Companies (Life, Accident & Health/Property & Casualty)

    Marcy Savage
    Deputy Director, Corporate Regulatory Section

    (217) 524-0016

    Marcy.Savage@illinois.gov

  • Illinois

    Fraud - Insurance Company

    Justin Hammersmith
    Deputy Director, Investigations

    (312) 814-1767

    Justin.Hammersmith@illinois.gov

  • Illinois

    Guaranty Funds - Inquiries

    Marcy Savage
    Deputy Director, Corporate Regulatory Section

    (217) 524-0016

    Marcy.Savage@illinois.gov

  • Illinois

    InsurTech

    CJ Metcalf
    Deputy Director of Innovation and Emerging Issues

    (217) 558-0853

    cj.metcalf@illinois.gov

  • Illinois

    Media Relations/Public Information

    Caron Brookens
    Public Information Officer

    (312) 814-8206

    Caron.Brookens@illinois.gov

  • Illinois

    Multiple Employer Welfare Arrangements

    Marcy Savage
    Deputy Director, Corporate Regulatory Section

    (217) 524-0016

    Marcy.Savage@illinois.gov

  • Illinois

    NAIC Liaison

    Lucy Earhart
    NAIC Liaison

    (217) 782-4395

    lucy.earhart@illinois.gov

  • Illinois

    National Health Care/Policy and Form Filing - Health and HMOs

    Vacant
    Deputy Director of Health Products

  • Illinois

    Policy and Form Filing - Life & Annuities

    Jeff Varga
    Deputy Director, Life and Annuity Products Division

    (217) 785-5987

    Jeff.Varga@illinois.gov

  • Illinois

    Policy and Form Filing - Property & Casualty

    Julie Rachford
    Deputy Director, Property and Casualty Products

    (217) 782-4572

    Julie.Rachford@illinois.gov

  • Illinois

    Premium Tax/Training

    Kathy Staggs
    Assistant Deputy Director

    (217) 782-0055

    kathleen.staggs@illinois.gov

  • Illinois

    Producer (Agent) Licensing

    Sara Stanberry
    Assistant Deputy Director - Licensing, Education and Testing

    (217) 782-5415

    Sara.Stanberry@illinois.gov

  • Illinois

    Property & Casualty - Commercial Lines and Property Lines

    Julie Rachford
    Deputy Director, Property and Casualty Products

    (217) 782-4572

    Julie.Rachford@illinois.gov

  • Illinois

    Taxes

    Kathy Staggs
    Assistant Deputy Director

    (217) 782-0055

    kathleen.staggs@illinois.gov

  • Illinois

    Unlicensed Entities

    Marcy Savage
    Deputy Director, Corporate Regulatory Section

    (217) 524-0016

    Marcy.Savage@illinois.gov

  • Illinois

    Workers' Compensation Fraud

    Justin Hammersmith
    Deputy Director, Investigations

    (312) 814-1767

    Justin.Hammersmith@illinois.gov

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