Jason A. Frye


Jason Frye represents corporate policyholders in coverage litigation and counsels corporate policyholders on developing successful strategies to resolve their complex insurance coverage disputes.

Jason has significant experience serving as lead counsel in lawsuits before state and federal courts and arbitration panels, representing clients in complex insurance coverage, contract, and commercial lease disputes—with a focus on creative, cost-effective strategies to resolve disputes before litigation ensues.

He also handles business torts, fiduciary duty claims, fraudulent conveyance actions, contested commercial foreclosures, and disputes arising under the Bankruptcy Code and the Uniform Commercial Code.

While in law school, Jason was a member of The John Marshall Law Review.


Insurance Coverage

  • Advised a professional sports team in connection with an alleged copyright infringement.
  • Represented one of the largest and most established builders in North America in a coverage dispute in connection with the construction of a hospital; obtained a favorable settlement.
  • Represented a financial services company and secured insurance coverage for a lawsuit alleging a fraudulent check-cashing scheme.
  • Represented a national provider of risk management solutions in a coverage dispute arising out of a medical bill review of automobile claims.
  • Advised one of the world’s largest restaurant chains regarding insurance coverage for claims arising in several different countries.
  • Represented a Fortune 500 global manufacturer in a coverage dispute arising from a plant explosion.
  • Represented a mobile advertising network in a coverage litigation arising out of claims alleging privacy violations; secured full coverage for a settlement of underlying claims.
  • Represented a public company in a suit against several primary carriers arising out of asbestos bodily injury claims; obtained a favorable settlement of past and future defense costs.
  • Represented a Fortune 500 database marketing company in coverage disputes over alleged FCRA violations.
  • Represented one of the nation’s largest health benefits companies as an E&O policyholder in complex coverage disputes throughout the country.
  • Represented directors and officers in a coverage dispute arising out of an alleged takeover of the company.
  • Represented an individual policyholder in an action to rescind an insurance policy; helped obtain a settlement of underlying action on the eve of the rescission trial.

Commercial Litigation

  • Prevailed in a multiday arbitration on behalf of a leading convenience store supplier against a chain of convenience stores.
  • Represented a trade show carpeting company in a multimillion-dollar fraud suit brought by the purchaser of the business; obtained a dismissal with prejudice of all claims.
  • Represented a rideshare company in a suit arising out of an automobile accident; obtained a dismissal with prejudice.
  • Represented a financial institution in its role as trustee in a suit seeking $100 million in damages arising out of an alleged fraudulent life insurance premium program; obtained a dismissal with prejudice of all claims against the client.
  • Represented a Japanese bank in a putative class action alleging various claims arising out of the collapse of a bitcoin exchange; assisted in the successful defeat of a motion for class certification.
  • Represented an insurance producer in a suit brought by an insurance trust arising out of an offshore captive insurance program; obtained a favorable settlement for the client.
  • Advised managers of a limited liability company in a dispute with members arising out of the operation of a multimillion-dollar Chicago restaurant.
  • Represented majority holders of a preferred membership interest in a limited liability company in multiple suits addressing control over a company’s assets; obtained a favorable settlement for the clients.
  • Represented a property management company in a class action litigation alleging multiple violations of the Chicago Residential Landlord Tenant Ordinance; obtained a favorable settlement for the client.
  • Represented employees of one of the world’s largest oil and gas companies during a governmental investigation.
  • Represented a third-party administrator of an employee benefit plan; obtained a dismissal with prejudice of all claims based on an ERISA preemption.
  • Represented a trustee for bondholders in litigation proceedings in Illinois, Texas, Florida, Michigan, North Carolina, Georgia, and Ohio.


  • Represented a secured lender as lead counsel in a Chapter 11 case and successfully negotiated an agreement for the turnover of seven condominium buildings and all-cash collateral generated from those properties.
  • Represented creditors’ committees, secured and unsecured creditors, and landlords in all aspects of bankruptcy and adversary proceedings.
  • Represented defendants in fraudulent conveyance actions arising out of a Ponzi scheme.
  • Assisted clients with prebankruptcy contingency planning.
  • Represented a trustee for bondholders in bankruptcy proceedings throughout the country.

Pro Bono

  • Represented a plaintiff in an excessive force lawsuit against a Chicago Police Officer in a three-day federal jury trial.
  • Represented a Columbian optometrist in a successful Seventh Circuit appeal of decision denying her request for asylum.
  • Represented a petitioner in a contested adoption proceeding and obtained a summary judgment against the putative father, which was affirmed by the Illinois Appellate Court.
  • Represented nonprofit community health centers in securing insurance coverage.
  • Represented a debtor in an adversary proceeding to determine dischargeability of hundreds of thousands of dollars in student loan debt; obtained a favorable settlement for the client.
  • Represented petitioners seeking orders of protection in domestic violence proceedings.


  • 2024, listed in The Legal 500 United States
  • 2016, 2018, “Excellence in Pro Bono Service,” awarded by the judges of the U.S. District Court for the Northern District of Illinois


Professional Activities

Jason is a fellow of the American College of Coverage Counsel, an invitation-only organization of preeminent lawyers representing the interests of both policyholders and insurers dedicated to improving the quality of the practice of insurance law and to increase civility and professionalism in the field.



  • U.S. District Court - Central District of Illinois
  • Illinois
  • U.S. District Court - Northern District of Illinois
  • U.S. District Court of Southern District of Illinois
  • United States Court of Appeals for the Seventh Circuit


  • Indiana University-Bloomington, BS
  • The John Marshall Law School, JD, summa cum laude