Mid-Market Underwriting Manager - Hybrid, Madison

Sentry Insurance; United States; Hybrid; USD 110,000 - 150,000; Full time

Benefits offered by this job

Hybrid work model

Equipment for home office (laptop)

Meal Subsidy

401(k) with company match

Sentry University (SentryU) andTuition

Generous Paid Time Off

Health, Dental, Vision, Life insurance

Parental leave

Well-being and Employee Assistance

Sentry Foundation gift matching

Job summary

Sentry Insurance in Madison, WI, is seeking an Underwriting Manager - Commercial Lines to lead a team of underwriters and drive our mid-market strategy. This role combines strategic oversight with hands-on guidance to ensure productivity, profitability, and policy quality across complex files.

The ideal candidate has a bachelor’s degree, at least two years in middle market underwriting, and relevant insurance coursework (IIA/CPCU).

Qualifications

• Bachelor’s degree or equivalent work experience.
• Minimum 2 years in middle market underwriting;
• Strong analytical, communication, and interpersonal skills.

Responsibilities

• Oversee day-to-day underwriting operations and guide a team of underwriters.
• Implement changes to improve productivity, growth, profitability, and quality.
• Interpret underwriting guidelines for larger or more complex files.
• Coordinate underwriting training programs.
• Develop and maintain relationships with agencies and insureds.

Skills

Analytical skills

Communication skills

Leadership

Team management

Travel flexibility

Education

Bachelor's degree or equivalent

CPCU or insurance courses

Management coursework

Job description

Sentry Insurance in Madison, WI, is seeking an Underwriting Manager - Commercial Lines to lead a team of underwriters and drive our mid-market strategy. This role combines strategic oversight with hands-on guidance to ensure productivity, profitability, and policy quality across complex files.

The ideal candidate has a bachelor’s degree, at least two years in middle market underwriting, and relevant insurance coursework (IIA/CPCU).