Assoc Mgr Underwriting

Position Summary The Associate Manager, Progressive’s Fleet & Specialty Underwriting is responsible for leading the day-to-day operations of a workers’ compensation underwriting team focused on the transportation industry. This role requires prior experience underwriting both guaranteed cost and loss sensitive workers’ compensation accounts, and candidates should bring a strong understanding of risk selection, pricing, and portfolio management within these products.

In this position, the Associate Manager will lead and develop a team of underwriters, providing coaching, guidance, and support to drive strong underwriting performance and professional growth. The role also requires strong critical thinking and sound decision-making skills, as well as the ability to build and maintain effective internal and external business relationships.

The Associate Manager will partner in the development and execution of underwriting strategies that support profitable growth, operational excellence, and continued expansion of the transportation book of business.

Application Process If you decide to apply, you must talk with your manager and complete the following:

  • Update your internal resume and attach it to your profile along with your last two annual performance evaluations.
  • Review the minimum requirements listed under Education and/or Experience section in the internal job description and the preferred skills/experience listed below.
Your ability to be considered for an interview may be impacted by the size of the candidate pool and those who possess the preferred qualifications listed.

Additional Criteria To Confirm

  • You meet the minimum requirements listed under Education and/or Experience section.
  • Your last annual performance evaluation was no less than an overall “Successful”.
  • You’re not currently on any type of performance warning or short-term objectives.
  • You’re not currently on any type of behavioral or attendance warning.
  • You’ve been in your role for at least 12 months. Note: Some business areas may only require six months. Check with your HR consultant to confirm the appropriate requirement for your current business area.
Preferred Skills/Experience
  • 3+ years of experience with guaranteed cost and loss sensitive workers’ compensation accounts.
  • 4+ years of experience leading at an insurance carrier or agency
Miscellaneous Information
  • Location: Countrywide
  • Compensation: $89,600 - $119,500/year
  • Gainshare: Gainshare cash incentive up to 30% of your eligible earnings based on company performance.
  • Work Schedule: Monday - Friday schedule. Work from Home with occasional travel; option for hybrid or full-time in-office depending on location. Will need to be able to work either Central or Eastern work schedule.
  • Posting Close Date: Applications will be accepted through 11:59ET Monday October 19, 2026 (always subject to change).
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