Regional Multiline Underwriting Leader - AVP/VP

Berkshire Hathaway Specialty Insurance Company; Chicago (IL); On-site; USD 150,000 - 225,000; Full time

Benefits offered by this job

Health, Dental and Vision benefits

Retirement Savings 401(k) Plan with My

Generous holiday and Paid Time Off

Tuition Reimbursement

Paid Parental Leave

Job summary

Berkshire Hathaway Specialty Insurance Company in Chicago seeks an Experienced Underwriter, Middle Market, to build and lead a regional underwriting operation under Berkshire United. The role covers a multiline admitted property and casualty portfolio and requires strong leadership, strategic execution, and broker relationship expertise.

You will recruit and develop a high-performing team, establish production and profitability targets, and drive sustainable growth while balancing strategic

Qualifications

• Minimum of 10 years of commercial property and casualty underwriting experience, including significant experience within the admitted middle-market segment.
• Minimum of 3 years of demonstrated people-leadership experience, including recruiting, coaching, performance management, and development of experienced underwriters.
• Broad underwriting experience across Property, General Liability, Commercial Automobile, Workers’ Compensation, Umbrella/Excess, and Inland Marine.
• Demonstrated track record of driving profitable portfolio performance through disciplined production management, risk selection, underwriting quality, and referral oversight.
• Experience building and maintaining productive relationships with retail brokers; established relationships within Chicago and the Western Region are preferred.
• Demonstrated ability to build teams and establish effective operating structures within a growing business environment.
• CPCU or another relevant professional designation is a plus.

Responsibilities

• 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.

Skills

People Leadership

Multiline Underwriting Expertise

Portfolio Management

Broker Relationship Management

Underwriting Judgment

Strategic Execution

Team Building

Analytical Thinking

Communication and Influence

Education

CPCU or equivalent designation

Job description

Berkshire Hathaway Specialty Insurance Company in Chicago seeks an Experienced Underwriter, Middle Market, to build and lead a regional underwriting operation under Berkshire United. The role covers a multiline admitted property and casualty portfolio and requires strong leadership, strategic execution, and broker relationship expertise.

You will recruit and develop a high-performing team, establish production and profitability targets, and drive sustainable growth while balancing strategic