Regional Surety Leader: Growth & Underwriting

Core Specialty Insurance Holdings, Inc.; Chicago (IL); On-site; USD 140,000 - 190,000; Full time

Benefits offered by this job

401(k) matching program

Health, dental, and vision insurance

Life insurance

Short and long-term disability

Employee Assistance Plan

Health Savings Account (HSA)

Flexible Spending Account (FSA)

Wellness program

Job summary

Core Specialty Insurance Holdings, Inc. is seeking a Regional Manager for Commercial Surety to lead underwriting, marketing, and profitability across the territory.

You will serve as the senior underwriting authority, driving premium growth and portfolio performance while maintaining strong broker relationships and adherence to guidelines. The role emphasizes market-facing leadership, collaboration with claims, legal, accounting, and operations, and frequent travel to cultivate agency

Qualifications

• Bachelor’s degree in Business, Accounting, Finance, or related field required.
• Advanced degree or professional certifications (e.g. CPCU) preferred.
• Minimum 5+ years of underwriting experience in the surety industry.
• Strong financial statement analysis and credit underwriting skills.
• Proven success developing agency relationships and generating profitable growth.

Responsibilities

• Lead underwriting for the assigned region and manage portfolio profitability.
• Analyze, evaluate, and approve commercial surety submissions within delegated authority.
• Review financial statements and other underwriting information for risk assessment.
• Structure terms, collateral requirements, indemnity agreements, and risk controls.
• Set pricing and capacity for new and renewal business; monitor portfolio performance.
• Cultivate broker and agency relationships and participate in large account reviews.
• Ensure adherence to underwriting guidelines and authority levels.
• Travel within the territory to maintain client relationships and business development.

Skills

Underwriting leadership

Financial risk assessment

Bond forms knowledge

Analytical skills

Communication skills

Microsoft Office

Adobe

Negotiation

Time management

Independent work

Education

Bachelor’s degree in Business, Accounting, Finance, or related field

Advanced degree or professional certifications (e.g. CPCU, etc.)

Tools

Underwriting software

Job description

Core Specialty Insurance Holdings, Inc. is seeking a Regional Manager for Commercial Surety to lead underwriting, marketing, and profitability across the territory.

You will serve as the senior underwriting authority, driving premium growth and portfolio performance while maintaining strong broker relationships and adherence to guidelines. The role emphasizes market-facing leadership, collaboration with claims, legal, accounting, and operations, and frequent travel to cultivate agency