Experienced Underwriter, Middle Market, Berkshire United

Full Time Chicago, IL, US

3 days ago Requisition

Salary Range: $ To $ Annually

A strategic and trusted insurance partner, Berkshire Hathaway Specialty Insurance (BHSI), provides a broad range of commercial property, casualty and specialty insurance coverages and outstanding service to customers and brokers around the world. Through Berkshire United, BHSI brings together its expertise, service excellence, and market capabilities with those of Berkshire Hathaway Homestate Companies to deliver a seamless multiline admitted property and casualty solution for middle-market businesses.

We are a values-based organization where respect, integrity, excellence, collaboration, and passion define who we are and how we do business. We value diversity of backgrounds, experience, and perspectives and strive to foster an inclusive environment that enables all our team members to bring their best selves to work. We are one team committed to building a culture where every teammate has the opportunity to contribute and be recognized.

Want to be part of the team building the finest property, casualty,and specialty lines insurance company in the world?

This is an opportunity to build and lead a regional middle-market underwriting operation with responsibility for a multiline admitted property and casualty portfolio. The role combines people leadership, portfolio management, broker relationship development, technical underwriting leadership, and business-building responsibilities.

The (AVP or VP) Underwriter in this role will develop a high-performing underwriting team, establish and execute regional underwriting and broker strategies, and drive profitable portfolio growth. The position requires a leader who can balance strategic direction with hands‑on execution while establishing the structure, practices, and market relationships needed to support sustainable growth. Title and level may be aligned to experience and qualifications.

• Build and lead a regional underwriting organization, including recruiting, onboarding, developing, and retaining experienced multiline underwriters.
• Own the strategy, profitable growth, and overall performance of a multiline admitted property and casualty portfolio.
• Establish production, profitability, retention, and portfolio objectives; monitor results and pipeline activity; and take appropriate action to maintain disciplined execution.
• Provide technical underwriting leadership across risk selection, exposure evaluation, pricing, terms, account structure, referrals, and underwriting authority.
• Develop and execute a regional retail broker strategy that strengthens key relationships and generates profitable new and renewal opportunities.
• Coach and develop underwriters through ongoing feedback, account consultation, performance management, and individualized development planning.
• Maintain underwriting quality through portfolio reviews, file audits, referral oversight, and consistent application of underwriting guidelines, authorities, and standards.
• Partner across Distribution, Claims, Risk Engineering, and other functions to deliver coordinated solutions and improve the broker and customer experience.
• Translate regional insights into recommendations that strengthen underwriting strategy, operating practices, and business execution.

• People Leadership: Ability to build, develop, coach, and retain experienced underwriting teams while establishing clear expectations and accountability.
• Multiline Underwriting Expertise: Strong technical capability across Property, General Liability, Commercial Automobile, Workers’ Compensation, Umbrella/Excess, and Inland Marine.
• Portfolio Management: Ability to…