Regional Underwriting Manager Risk Management Casualty
Posted Jun 10, 2026 · We last checked this listing on Oct 6, 2026
Likely interview questions for this role
Written from this job description, not a generic list. Each one notes what the interviewer is really checking.
About your past
Tell me about a time you developed an underwriter's skills to the point they could take on more authority.
What they are checking: Coaching ability, since the posting emphasizes mentoring and developing talent.
Which Midwest brokers do you have relationships with, and how would you increase submissions from them?
What they are checking: Whether they bring regional broker connections, which the posting says the ideal candidate has.
Tell me about a time you had to tell a big broker no on a key renewal.
What they are checking: Whether they can hold an underwriting line with a major broker and still keep the relationship working.
What would you do
How would you lead and grow a Midwest primary casualty team in your first year?
What they are checking: Whether they have a realistic plan for people, broker relationships and portfolio growth.
One of your underwriters issues a binder with an error that creates coverage the company didn't intend. How do you respond?
What they are checking: How they handle mistakes, protect the company and coach without destroying confidence.
How do you balance team service levels on indications and quotes with careful underwriting?
What they are checking: Leading a team to deliver fast service without sacrificing quality.
About the work
Walk me through how you underwrite a large risk management casualty account with a loss-sensitive program.
What they are checking: Technical depth in loss-sensitive structures like deductibles and retentions common in risk management accounts.
How do you evaluate collateral and credit risk on a large deductible program?
What they are checking: Understanding that deductible programs create credit exposure that must be secured properly.
How do you review loss runs and actuarial projections to price a primary general liability and auto program?
What they are checking: Analytical skill in loss development and pricing for casualty programs.
What casualty trends, like social inflation or nuclear verdicts, are you watching, and how do they affect your strategy?
What they are checking: Market awareness and the ability to turn trends into underwriting action.
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Practice this out loudThe full job description
As published by Starr Insurance.