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Excess Workers' Underwriting Director

Remote / Online - Candidates ideally in
Chicago, Cook County, Illinois, 60290, USA
Listing for: Safety National
Remote/Work from Home position
Listed on 2026-07-10
Job specializations:
  • Insurance
    Underwriter, Risk Manager/Analyst, Insurance Analyst, Insurance Risk / Loss Control
Salary/Wage Range or Industry Benchmark: 171500 - 244500 USD Yearly USD 171500.00 244500.00 YEAR
Job Description & How to Apply Below
Position: Excess Workers' Compensation Underwriting Director

Overview

At Safety National, we don't just offer jobs - we build careers with purpose! Since 1942, we've been an industry leader, valuing integrity, teamwork, and stability while providing competitive rewards, top-tier benefits, career growth opportunities, and flexible work options that promote balance. With tuition reimbursement, wellness perks, and a strong community impact, we invest in your success—both personally and professionally.

Follow this link to view all of our available careers and apply:

This opportunity is in the Insurance Underwriting Department.

Role Description

As an Excess Workers  Compensation Underwriting Director, you will play a critical leadership role in driving the profitable growth of Safety National s portfolio within your assigned territory. You will evaluate, select, and price complex excess workers  compensation risks, leveraging your deep expertise to make strategic underwriting decisions that align with company guidelines and objectives. In this role, you will analyze detailed risk information—including loss history, financials, and operational exposures—to determine appropriate structures such as loss fund attachments, self-insured retentions, and premiums.

You will serve as a trusted partner to brokers and agents, building strong relationships while identifying opportunities to expand our market presence. Collaborating closely with Business Development, Claims, and other underwriting teams, you will contribute to cross-selling strategies and ensure a unified approach to large account opportunities. Additionally, you will mentor and guide less experienced underwriters, helping to strengthen team capabilities and uphold underwriting excellence.

Your role will also involve staying informed on regulatory and market developments across your territory, participating in industry events, and representing Safety National as a subject matter expert. With significant autonomy and influence, you will help shape underwriting strategy, support key business initiatives, and contribute to the long-term success of the organization.

Qualifications

Education:

A bachelor s degree in Risk Management, Finance, Business, or a related field is preferred.

Required Qualifications:

  • 10 or more years of insurance underwriting experience, with a strong focus on Workers  Compensation
  • Professional insurance designation such as ARM, ARM-P, ARe, or similar required
  • Experience underwriting large, complex, or self-insured excess risks
  • Strong analytical skills with the ability to evaluate loss trends, large loss history, and pricing structures
  • Excellent communication and interpersonal skills, with the ability to build relationships across internal teams and external partners
  • Proficiency in Microsoft Office applications, including Excel and Word
  • Ability to travel, as required
  • Must be presently authorized to work in the U.S. without a requirement for work authorization sponsorship by our company for this position now or in the future
  • This position allows for a hybrid work schedule which includes up to two days per week of work from home. Our ideal candidate can work from one of these offices:
    Chicago, IL, Charlotte, NC, Burbank, CA, or San Francisco, CA. All employees are required to submit work from home requests and follow our Work From Home policy, which will be provided to all candidates selected to interview.

Preferred Qualifications:

  • Experience underwriting General Liability and Commercial Auto in addition to Workers  Compensation
  • Exposure to excess workers  compensation in large casualty or specialty insurance environments
  • Experience working with reinsurance structures, including facultative placements
  • Demonstrated leadership experience, including mentoring or training junior underwriters
  • Established relationships with brokers and agents within assigned territory

Protect the confidentiality, integrity and availability of information and technology assets against unauthorized disclosure, destruction and/or alteration, in accordance with Safety National policies, standards, and procedures.

Safety National is a leading specialty insurance and reinsurance provider. Our culture is built upon relationships, which…

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