Insurance policyholders rely on Bradley for his strategic approach, responsiveness and ability to deliver clear, effective insurance coverage guidance. Clients describe him as a trusted partner who understands their goals and supports them through every stage of complex claims and coverage renewals. Bradley says, “Insurance policies are assets, and my goal is to help clients understand and maximize their value. I focus on providing thoughtful counsel and strong advocacy to deliver results that align with each client’s needs and objectives.”

Bradley is a nationally-recognized attorney who assists businesses, nonprofit organizations and individuals with navigating the complex and often adversarial world of insurance coverage, claims and disputes. Over nearly a decade in practice, Bradley and his teams have secured over $350 million in settlements and judgments for clients.

When insurance policyholders face unexpected losses or difficult coverage questions, they turn to Bradley for steady guidance and knowledgeable advocacy. He helps clients understand how their insurance programs work in practice and how to maximize risk transfer through their commercial agreements. He also provides support from policy negotiation and placement through claim evaluation and insurance recovery.

Bradley has provided counseling and obtained substantial recoveries for policyholders under every major line of property, casualty and specialty insurance coverage. He has negotiated large claim settlements in matters involving property damage and business interruption from natural disasters, cyber incidents and data breaches, directors and officers liability, professional liability, environmental and pollution claims, product liability,  breaches of representations and warranties, employment practices liability, wage and hour liability, government investigations and a variety of other exposures. His work reflects a commitment to translating complex policy language into practical solutions that advance a client’s operational and financial needs.

Clients appreciate Bradley’s ability to explain insurance issues in clear, accessible terms and to help them identify coverage gaps, negotiate stronger policy terms, improve contractual risk transfer, and position themselves for success before and after a loss. When claims disputes arise, he takes a focused and strategic approach, crafting bespoke solutions for each client’s goals. Bradley prides himself on being an aggressive, respected advocate for policyholders – guiding them through an often demanding claim and dispute resolution process with clarity and steady communication.

Bradley’s background includes significant experience advising on insurance program structure (including captive insurance, fronting arrangements, and reinsurance), coverage placements, renewals and complex claims. He has worked with organizations across a wide range of industries and prominent individuals/family offices to assess risk, strengthen insurance protections and contractual risk transfer, and resolve high-stakes coverage disputes. This experience gives him a strong understanding of how insurers evaluate risks and make coverage decisions, and he uses that insight to support clients in building resilient and effective insurance programs and risk transfer regimes.

Bradley partners with clients who value attentive service, thoughtful analysis and a proactive approach to managing risk. He is dedicated to helping policyholders strengthen their insurance assets and move forward with confidence.

Bradley regularly speaks and writes on cutting-edge insurance coverage issues for Bar Associations, industry groups, and through his #RiskManaged LinkedIn series.

He also maintains an active pro bono practice, where he has won several first-chair trial victories for indigent clients, advised dozens of charitable organizations on insurance issues, and filed multiple amicus briefs on behalf of United Policyholders in federal appellate courts addressing coverage disputes of national importance.

Areas of Focus

Experience

Commercial General Liability: Product and Premises Liability and Catastrophic Injury Claims

  • Secured a significant ruling for Oxford Community Schools against its insurer regarding CGL coverage for lawsuits arising from a tragic school shooting.
  • Assisted the world’s largest e-commerce brand in securing tens of millions of dollars in “additional insured” CGL coverage for dozens of underlying product, premises, and auto liability lawsuits.
  • Represented the world’s second-largest hardware retailer in obtaining millions of dollars in insurance coverage for multiple premises and product liability actions.
  • Represented multiple property developers and general contractors in obtaining CGL coverage for construction defect Relatedly have recovered seven-figures in subcontractor default insurance (SDI) coverage for construction-related claims.
  • Represented technology and security company in pursuing CGL coverage for Biometric Information Privacy Act (BIPA) class action.

  • Represented multiple nationally-known non-profit organizations in obtaining CGL coverage for employee and volunteer board member claims.
  • Annually reviewed complex nine-to-ten figure primary, umbrella, and excess CGL programs for a national grocery cooperative and other clients.

Commercial General Liability and Pollution Liability: Long-Tail Environmental and Mass Tort Liability

  • Represented two major manufacturers in obtaining nine-figures of historic CGL insurance coverage for PFAS-related liabilities.
  • Represented Griffith Foods in CGL coverage litigation across three jurisdictions seeking payment of tens of millions in defense costs and indemnity for hundreds of underlying ethylene oxide (EtO) bodily injury and property damage lawsuits.
  • Represented York, a major refrigeration and HVAC manufacturer, in complex litigation seeking nearly nine-figures in long-tail CGL insurance coverage for thousands of underlying asbestos lawsuits. Obtained several multi-million-dollar settlements.
  • Assisted a chemical and biotechnology company in pursuing historic CGL coverage for glyphosate and PCB-related liabilities.
  • Represented a resort hotel owner and investor in securing product pollution liability (PPL) insurance coverage in connection with a wildfire loss.
  • Represented chemical company in obtaining PPL coverage for an underground storage tank accident and remediation.

Commercial Property and Business Interruption Coverage

  • Represented a resort hotel owner and investor in securing nine-figures of commercial property coverage after a luxury resort burned to the ground in a wildfire loss.
  • Obtained millions of dollars in commercial property coverage for Graduate Hotels, Kemper Holdings, and the University of Colorado system for losses related to the COVID-19 pandemic.
  • Assisted multiple REITs and hotel owners with losses arising from freezes, Superstorm Sandy, and Atlantic hurricanes.

Cyber Liability Insurance

  • Represented an e-commerce platform in successfully obtaining cyber liability coverage for data breach losses.
  • Assisted multiple companies with analyzing cyber liability policies in connection with Illinois Biometric Information Privacy Act (BIPA) lawsuits.
  • Analyzed cyber coverage for the first-ever claim brought under the California Consumer Privacy Act (CCPA).
  • Annually evaluated cyber insurance quotes, binders, and policies for a national grocery cooperative, tech giants, start-ups, and dozens of other businesses.

Directors & Officers (D&O) Insurance Coverage

  • Represented a resort hotel owner and investor and HOA Board in securing D&O coverage in connection with litigation surrounding a wildfire loss.
  • Obtained seven figures of D&O coverage payments for multiple non-profit organization clients, including a safety-net hospital, in connection with employee theft claims and related government investigations.
  • Represented property developersgaming technology creators, and AI-powered start-ups in obtaining D&O coverage for underlying lawsuits and/or government investigations.
  • Helped managed care organizations secure defense cost payments under D&O coverage for antitrust litigation.
  • Assisted a national grocery cooperative in annual D&O coverage placements.

Insurance Coverage for Labor and Employment Claims

  • Represented the world’s second-largest hardware retailer in obtaining over $30 million in insurance coverage for wage and hour lawsuits and arbitrations.
  • Represented multiple technology and security companies in pursuing EPLI coverage for Illinois Biometric Information Privacy (BIPA) lawsuits.
  • Obtained seven figures in EPLI coverage for workplace harassment and discrimination claims made against several prominent non-profit organizations.
  • Regularly analyze EPLI quotes, binders, and policies for major retailers.

Professional Liability/Errors and Omissions (E&O) Coverage

  • Represented a leading gaming technology creator and distributor in obtaining Tech E&O coverage for a series of claims alleging that their slot machines produced “false jackpots.” Represented that same company in obtaining Media Liability coverage for a lawsuit filed against it by a competitor.
  • Advised one of the country’s largest networks of fertility providers on their E&O coverage for numerous malpractice and medical and lab negligence claims.
  • Represented multiple leading managed care companies in obtaining E&O coverage for antitrust, negligence, and unfair competition claims.
  • Represented a commercial real estate owner in obtaining millions of dollars from professional liability (E&O) insurers in connection with a landlord-tenant dispute.
  • Represented a national grocery store cooperative in a Tech E&O coverage dispute arising from alleged payroll improprieties.

Aviation Insurance

  • Advised the world’s largest aerospace company on insurance issues, including additional insured issues, related to multiple nationally-prominent product liability and catastrophic injury claims.
  • Represented the same client in pursuing insurance coverage for a catastrophic injury claim arising from a product-testing accident at a commercial spaceport.

Representations and Warranties Insurance (RWI)

  • Secured millions of dollars in commitments under multiple lines of insurance coverage, including reps and warranties (RWI) policy, for BIPA lawsuits.

Commercial Crime and Fidelity Bond Coverage

  • Obtained seven figures of commercial crime insurance payments for non-profit organization in connection with employee theft loss.
  • Secured commercial crime insurance coverage for non-profit healthcare provider in connection with employee theft schemes and related government investigation.
  • Represented a government agency as receiver for a defunct financial institution in recovering fidelity bond payments for an employee fraud scheme.

Credentials

Education

  • Washington University in St. Louis School of Law (J.D., magna cum laude, 2016)
    • Order of the Coif
    • Order of Barristers
    • Dean's List
    • Scholar in Law Academic Scholarship
  • The George Washington University (M.P.P., National Security Policy, 2012)
  • The George Washington University (B.A., Political Science, magna cum laude, 2011)

Admissions

Bar Admissions

  • Illinois

Court Admissions

  • U.S. Court of Appeals for the Seventh Circuit
  • U.S. Court of Appeals for the Ninth Circuit
  • U.S. Court of Appeals for the Tenth Circuit
  • U.S. District Court for the Northern District of Illinois

Recognitions

  • Illinois Super Lawyers, "Rising Star," 2020-2026

Presentations