Director, Medical Malpractice Underwriting (Chicago)

Location: Chicago, IL (Flexible within the United States)

Full-Time | Base Salary: $140,000–$200,000

Experience: 4–7+ years

About Corgi

Corgi is building the next generation of financial institutions. We’re rethinking how insurance, financial products, and other complex financial services are built and operated from the ground up.

Corgi is a licensed insurance carrier with several property and casualty (P&C) lines of business, and we are expanding into additional lines. We’re building modern insurance products and operating systems from the ground up, combining deep insurance expertise with technology to make insurance work better.

We move quickly, work across disciplines, and expect people to take meaningful ownership from day one. Our teams are small, ambitious, and highly execution-oriented.

About the Role

We are looking for an experienced Medical Malpractice insurance professional to help build Corgi's Medical Malpractice underwriting capabilities.

This person will bring deep knowledge of medical professional liability, healthcare risks, claims dynamics, pricing, distribution, and portfolio management. You will help define our appetite, develop underwriting standards, evaluate risks, and build the infrastructure required to operate a modern Medical Malpractice business.

This is an opportunity to apply your insurance expertise to a new platform and take on meaningful ownership earlier than you might at a traditional carrier.

What You’ll Work On

• Own underwriting strategy for Medical Malpractice.
• Develop underwriting guidelines, appetite, authority levels, and referral criteria.
• Evaluate individual healthcare risks and make complex underwriting decisions.
• Develop pricing and risk-selection frameworks in partnership with actuarial and analytics teams.
• Analyze claims trends, loss drivers, exposure characteristics, and portfolio performance.
• Help determine appropriate coverage structures, limits, deductibles, and terms.
• Develop processes for underwriting and managing healthcare accounts at scale.
• Work with brokers, agents, distribution partners, reinsurers, and insureds.
• Partner with product, actuarial, legal, and technology teams to build the underlying insurance product.
• Help build the Medical Malpractice underwriting organization over time.

What We’re Looking For

• 4–7+ years of experience in Medical Malpractice / Medical Professional Liability.
• Deep understanding of healthcare professional liability risks and claims.
• Working knowledge of claims-made and occurrence forms, tail (extended reporting) coverage, state patient compensation funds, and damages caps.
• Strong technical underwriting judgment.
• Experience underwriting complex or sophisticated healthcare accounts.
• Ability to understand pricing, loss trends, and portfolio economics.
• Strong relationships with brokers, agents, or other healthcare insurance distribution partners.

Especially Valuable

• Experience across one or more healthcare segments: individual physicians and medical groups, hospitals and health systems, senior care, or allied health.
• Experience with both underwriting and distribution.
• Experience building or launching a new book of business.
• Experience mentoring teammates or taking ownership of underwriting initiatives.
• Experience at a leading medical professional liability writer such as MedPro Group (Berkshire Hathaway), The Doctors Company (including ProAssurance), CNA, MagMutual, Coverys, or Curi, or on the healthcare liability team at Beazley or Chubb.

Benefits: Corgi offers health insurance to eligible employees, subject to applicable plan terms and eligibility requirements.

Equal Employment Opportunity: Corgi is an equal opportunity employer. We make employment decisions without regard to race, color, religion, national origin, ancestry, sex, pregnancy, sexual orientation, gender identity or expression, age, disability, genetic information, veteran status, marital status, citizenship status, or any other status protected by applicable law. We welcome applicants with different backgrounds and experiences. Reasonable accommodations are available for applicants with disabilities and for sincerely held religious beliefs, as required by law.

How to Apply: Please submit your application through the job posting.