Demo

Middle Market Underwriting Specialist

Sentry
Irvine, CA Full Time
POSTED ON 5/31/2026
AVAILABLE BEFORE 7/6/2026
Applies Underwriting policy, philosophy and procedures to evaluate the acceptability of submitted business.

Based on qualifications and experience, this position can be filled at either an Underwriting Specialist or Senior Underwriting Specialist level.

What You’ll Do

In this role, you will:

  • Work closely with agency partners and internal sales partners to obtain information needed to properly underwrite, price, and program individual policies/accounts.
  • Through the use of manuals, established procedures, and information collected works on the more complex underwriting assignments. Refer business outside of authority limit.
  • Responsible for underwriting of the more complex, larger accounts.
  • Evaluate established procedures for effectiveness and recommends change.
  • Work closely with other business products functions to ensure service and quality objectives are met. These units include rating, general services, audit, safety sciences, customer accounting and customer service.
  • Demonstrate an understanding of the insurance marketplace, and emerging industry issues.
  • Train other underwriters, give presentations and conduct training on underwriting procedures.

What It Takes

  • Bachelor’s degree or equivalent work experience
  • 5 years of related work experience
  • Previous insurance underwriting experience, middle market underwriting experience in

construction, manufacturing, wholesale, real estate, and service industries is preferred

  • Completion or in the process of taking insurance courses such as IIA and CPCU preferred
  • Demonstrated knowledge of specific product line insurance concepts and terminology
  • Comprehensive knowledge of reinsurance procedures
  • Effective analytical, human relations, and communication skills
  • Limited Travel

What You'll Receive

At Sentry, your total rewards go beyond competitive compensation. Below are some benefits and perks that you’ll receive.

  • Sentry is happy to offer flexibility through a scheduled Hybrid work model. Monday and Friday work form home if you choose to, Tuesday through Thursday in office.
  • 401(K) plan with a dollar for dollar match on your first eight percent, plus immediate vesting to help strengthen your financial future
  • Continue your education and career development through Sentry University (SentryU) and utilize our Tuition Reimbursement program
  • Generous Paid-Time Off plan for you to enjoy time out of the office as well as Volunteer-Time off
  • Group Medical, Dental, Vision, Life insurance, Parental leave, and our Health and Wellness benefits to encourage a healthy lifestyle.
  • Well-being and Employee Assistance programs
  • Sentry Foundation gift matching program to encourage charitable giving
  • In the state of California, at an Underwriting Specialist level, based on qualifications and experience the range for annual compensation for this position is between $98,900 - $148,300
  • In the state of California, at an Underwriting Specialist Senior level, based on qualifications and experience the range for annual compensation for this position is between $119,600 - $179,400

About Sentry

We take great pride in making Forbes’ list of America’s Best Midsize Employers. A lot of different factors go into that honor, many of which contribute to your job satisfaction.

Our bright future is built on a long track record of success. We got our start in 1904 and have been helping businesses succeed and protect their futures ever since. Because of the trust placed in us, we’re one of the largest and financially strongest mutual insurance companies in the United States. We’re rated A by A.M. Best, the industry's leading rating authority.

Our headquarters is in Stevens Point, Wisconsin, with offices located throughout the United States. From sales to claims, and information technology to marketing, we enjoy a rewarding and challenging work environment with opportunities for ongoing professional development and growth.

Get ready to own your future at Sentry. Opportunities await!

Joe Larsen

joe.larsen@sentry.com

Senior Talent Acquisition Specialist

Equal Employment Opportunity

Sentry is an Equal Opportunity Employer. It is our policy that there be no discrimination in employment based on race, color, national origin, religion, sex, disability, age, marital status, or sexual orientation.

Salary : $98,900 - $148,300

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