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About the Role

Berkshire United has an exciting opportunity for an experienced Middle Market Underwriter to play a key role in the continued growth of the business. The successful candidate will underwrite and develop a profitable multiline portfolio while cultivating and strengthening strategic broker and customer relationships. Title and level will be based on experience and qualifications, with opportunities at the Senior or Executive Underwriter level.

Responsibilities

Underwrite, manage, and profitably grow a multiline admitted property and casualty portfolio, including Property, General Liability, Commercial Automobile, Workers’ Compensation, and Umbrella/Excess.
Apply sound underwriting judgment to risk selection, exposure evaluation, pricing, terms, and account structure across new and renewal business.
Build and expand strategic relationships with retail brokers and customers to strengthen market presence, generate profitable opportunities, and support sustainable portfolio growth.
Partner with Claims, Finance, Risk Engineering, Actuarial, Marketing, and Technical Underwriting to deliver consistent, well-informed decisions and practical customer solutions.
Manage competing priorities and respond to broker and customer needs with urgency, consistency, and strong execution.
Provide actionable insights on distribution strategy, operating processes, underwriting approach, and risk appetite to help shape the continued development of Berkshire United.

Requirements

10+ years of progressive leadership experience in broker/agency distribution, marketing, or sales leadership, with a strong preference for Middle Market insurance industry experience.
Demonstrated track record of building and executing national or multi-region distribution strategies with measurable revenue and market share impact.
Existing, meaningful relationships with middle market broker principals and producers; recognized and credible within the broker community.
Proven experience leading, developing, and scaling high-performing teams.
Executive-level negotiation, communication, and influence skills, with the ability to represent the organization credibly at the senior-most levels internally and externally.
Analytical mindset with the ability to translate complex performance data into strategic decisions and executive-ready insight.
In-depth knowledge of insurance industry trends, distribution economics, and regulatory requirements.
Experience in designing and managing middle market producer compensation structures is preferred.

Skills

Strong multiline underwriting judgment and the ability to evaluate the whole account across property and casualty coverages.
Established broker relationship management, negotiation, and presentation capabilities.
Critical thinking and practical problem-solving skills, with the ability to make timely decisions while maintaining underwriting integrity.
Ability to prioritize and manage multiple opportunities in a fast-moving, growth-oriented environment.
Collaborative style and the ability to work effectively across functions, disciplines, and levels.
Builder mindset, intellectual curiosity, and a strong desire to help develop a growing business.

Experience Level

Senior Underwriter
Executive Underwriter

Salary/Compensations

$110,000 to $175,000

Benefits

Comprehensive Health, Dental and Vision benefits
Disability Insurance (both short-term and long-term)
Life Insurance (for you and your family)
Accidental Death & Dismemberment Insurance (for you and your family)
Flexible Spending Accounts
Health Reimbursement Account
Employee Assistance Program
Retirement Savings 401(k) Plan with Company Match
Generous holiday and Paid Time Off
Tuition Reimbursement
Paid Parental Leave

About the Company

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?