- 2026-09-16
Regina A. Ripley
Partner
Regina has 25 years of coverage experience advising, litigating, and mediating disputes for insurers around the country in various state, federal, and appellate courts.
Regina is adept at analyzing coverage, finding creative solutions, and resolving high-stakes disputes between policyholders, claimants, and insurers. Her experience includes:
Regina handles appeals, provides training for insurance companies, and assists with policy drafting. Clients rely on Regina to help settle complex matters and evaluate underlying disputes. Regina has a strong track record in dispositive motions, appeals, and trials and successfully manages and handles high-stakes litigation and contentious discovery.
Regina is adept at analyzing coverage, finding creative solutions, and resolving high-stakes disputes between policyholders, claimants, and insurers. Her experience includes:
- Additional Insured and Contractual Indemnity;
- Bad Faith, including set-ups in some of the worst venues in the United States;
- Commercial Crime and Fidelity;
- Commercial General Liability (CGL);
- Cyber Liability;
- Directors and Officers (D&O) Liability;
- Fiduciary;
- Law Enforcement Liability;
- Professional Liability;
- Umbrella and Excess policies, including allocation issues between multiple policy layers and insurer v. insurer disputes; and
- Uninsured and Underinsured Motorist (UM/UIM) coverage.
Regina handles appeals, provides training for insurance companies, and assists with policy drafting. Clients rely on Regina to help settle complex matters and evaluate underlying disputes. Regina has a strong track record in dispositive motions, appeals, and trials and successfully manages and handles high-stakes litigation and contentious discovery.
Memberships
- Chicago Bar Association
- Claims and Litigation Management Alliance
- Defense Research Institute
- Professional Liability Underwriting Society
Awards & Rankings
- Illinois Super Lawyers, 2023-2026
- Chicago's Notable Women Lawyers, Crain's Chicago Business, 2018
- Defended insurers in state court coverage action concerning $60 million dispute over CGL coverage for environmental mass tort claims, which included claims of bad faith.
- Defended insurer in coverage action over wrongful incarceration claim that included issues concerning law enforcement and umbrella policies, and assisted in negotiating favorable settlement.
- Defended insurers in state court CGL coverage and bad faith action concerning $20 million coverage dispute involving mass-tort claims policies.
- Defended insurers in state court in a multimillion-dollar coverage dispute concerning CGL policy where there are claims of bad faith and allegations that the insurers owe a duty to defend and indemnify. Obtained favorable settlement.
- Obtained favorable court rulings and, ultimately, settlement in defending insurer in $20 million coverage dispute in state court arising out of alleged Ponzi scheme and employee dishonesty, including bad faith claims.
- Obtained dismissal with prejudice for insurer in federal court action involving a multimillion-dollar fidelity claim, including bad faith allegations, arising from employee dishonesty at non-profit organization.
- Obtained summary judgment for insurer in state-court coverage dispute concerning CGL coverage (defense and indemnity) for multimillion-dollar contractor dispute.
- Defended insurer in state court coverage action and obtained favorable settlement with condominium association that sought defense under its Directors & Officers policy.
- Obtained favorable settlement in federal court coverage dispute over multimillion-dollar fidelity claim arising from health insurance fraud and related employee-dishonesty claims.
- Successfully used favorable discovery and dispositive-motion rulings to obtain settlement for insurers in a $60 million coverage dispute in federal court arising from a trading Ponzi scheme and allegations of employee dishonesty.
- Represented domestic insurer as national coverage and monitoring counsel in connection with claims under D&O, E&O, umbrella, excess, and health care institutional professional liability and general liability policies.
- Served as national coverage counsel for the London market in connection with claims under professional liability policies and financial institution bonds.
- 2026-01-21
- 2023-01-24
- 2018-10-03
ADDITIONAL SPEAKING & WRITING
- Presenter, "Duty to Defend & Bad Faith; Core Principles, Practical Risks, and Outcomes," Warrenville, Illinois (April 2018)
- Presenter, "Insurance-Bad Faith - The Imperfect Claim: Addressing Problems Effectively and Diplomatically," London, England (September 2017)
- Presenter, "Basics of Duty to Defend and Duty to Settle," London, England (January 2017)
- Presenter, "Defending the Imperfect Claim," Chicago Legal Education Conference (July 2016)
- Presenter, "Risk Transfer," Milwaukee, Wisconsin (May 2015)
- Presenter, "Duty to Defend in Illinois," Hoffman Estates, Illinois (May 2014)