Insurance Expert Witness &
Regulatory & Claims Practices Specialist
As Insurance Commissioner for Wisconsin Dilweg oversaw the regulation of all insurance in the state including health, life, property casualty, personal, commercial, mortgage, and bond insurers through one of the worst financial crises in U.S. history.
Providing clear, credible, and defensible expert analysis in insurance and financial litigation.
Expert Witness Credentials
- Former senior regulator and insurance executive
- 20+ years of insurance and financial regulatory experience
- Deposition and trial testimony experience in state and federal courts
- Engaged by plaintiff and defense counsel in complex insurance disputes
Core Expert Witness Specialties
Bob Dilweg is a former Insurance Commissioner for the State of Wisconsin with over two decades of experience regulating insurance markets, overseeing insurer solvency, and managing complex financial and regulatory matters.
He has provided expert testimony and analysis in high-stakes litigation involving insurance bad faith, claims handling, coverage disputes, regulatory compliance, and insolvency.
- Insurance Expert Witness (Bad Faith, Claims Handling, Coverage Disputes)
- Insurance Regulatory Compliance & State Oversight
- Credit Rating Agency Practices & Methodologies (NRSRO)
- Insurance Receivership, Insolvency & Rehabilitation
- Mortgage Insurance & Financial Services Litigation
- Cannabis Regulatory Compliance (Tribal & State Frameworks)
Industry Expertise
- Property & Casualty (Personal and Commercial Lines)
- Life Insurance & Annuities
- Health Insurance & Managed Care
- Medical Malpractice & Reinsurance Funds
- Mortgage Insurance & Credit Risk
- Structured Finance & Insurance-Linked Securities
Focus Areas
- Insurance Bad Faith & Claims Handling Standards
- Coverage Disputes (Property & Casualty, Life, Health, Mortgage)
- Broker / Agent Duties & Standard of Care
- Claims Reporting & Notice Requirements
- Reinsurance & Risk Transfer Structures
- Insurance Company Financial Condition & Solvency
- Credit Rating Methodologies & Due Diligence Standards
- Regulatory Compliance (State Insurance Departments, NAIC Framework)
- Consumer Protection & Complaint Handling Practices
Receivership & Insolvency Expertise
- Placed one of the largest U.S. financial guaranty insurers into partial receivership
- Managed complex distressed assets including RMBS, CDOs, and structured securities
- Oversaw coordination with courts, investment banks, and restructuring advisors
- Extensive experience with insurer rehabilitation, liquidation, and policyholder protection
Regulatory & Policy Leadership
- Leadership roles within the National Association of Insurance Commissioners (NAIC), including financial analysis and securities valuation
- Direct involvement in development and implementation of the Affordable Care Act (ACA)
- Oversight of insurer investment practices, valuation standards, and risk-based capital frameworks
Credit Rating Agency Expertise
Independent Director, Kroll Bond Rating Agency (KBRA)
- Oversight of rating methodologies across structured finance and public finance sectors
- Direct interaction with the U.S. Securities and Exchange Commission (SEC) regarding NRSRO compliance and governance
- Experience evaluating credit risk models, rating assumptions, and disclosure standards
Healthcare & Medical Malpractice Expertise
- Oversaw state medical malpractice reinsurance fund
- Board leadership roles with major healthcare systems, including a 450-bed hospital network
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Experience in health insurer operations, finance, and regulatory compliance
Professional Experience
Former Insurance Commissioner (State of Wisconsin) with executive oversight of all insurance markets during the Great Recession, including life, health, property & casualty, mortgage, and financial guaranty insurers.
Directed regulation of multi-billion-dollar insurers and complex financial products
Led financial solvency oversight, examinations, and enforcement actions
Testified and advised on insurance practices in high-stakes litigation matters
Master of Public Administration, University of Wisconsin–Madison
B.A., Lawrence University
Engagement Areas
Available for:
- Expert Reports
- Depositions
- Trial Testimony
- Case Strategy Consultation
Why Law Firms Retain This Expert
- Direct regulatory authority over insurer conduct and solvency
- Deep expertise in claims handling standards and industry customs
- Ability to translate complex insurance and financial concepts into clear, credible testimony
- Experience with high-exposure, multi-party litigation involving insurers, brokers, and financial institutions
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sous7
Engagement Areas
Available for:
- Expert Reports
- Depositions
- Trial Testimony
- Case Strategy Consultation
Engagement Areas
Receivership & Insolvency
Placed one of the largest U.S. financial guaranty insurers into partial receivership and managed complex distressed assets including RMBS, CDOs, and structured securities.
Credit Rating Agency Expertise
Independent Director at KBRA with oversight of rating methodologies across structured finance and public finance sectors.
Healthcare & Medical Malpractice
Oversaw a state medical malpractice reinsurance fund and held board leadership roles with major healthcare systems.
Need a Trusted Insurance Expert Witness?
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