Senior Workers’ Compensation Underwriter

POSITION SUMMARY

The Senior Workers’ Compensation Underwriter plays a pivotal role in the growth and profitability of Insurate’s middle market portfolio, with a primary focus on California business. This position encompasses a range of responsibilities including underwriting and managing middle market workers’ compensation accounts, evaluating and structuring guaranteed cost and large deductible programs, analyzing submissions end-to-end, and collaborating with internal and external partners to support sound underwriting decisions and profitable growth. The ideal candidate will have strong California workers’ compensation expertise, be analytical and detail-oriented, possess sound underwriting judgment, and be able to work in a remote-first team environment. This individual should be comfortable underwriting multi-state risks confidently and independently.

Essential Duties and Responsibilities

  • Underwrite and manage a California-focused middle market book, including accounts ranging from $100K to $1M+ in premium.
  • Underwrite nationwide business submitted through agency partners.
  • Evaluate and structure guaranteed cost and large deductible programs.
  • Analyze submissions end-to-end, including operations and exposure review, classification and payroll validation, experience mod analysis, and loss runs and claim narratives.
  • Develop clear underwriting positions including pricing rationale, terms, and referral documentation.
  • Collaborate with Claims and Loss Control on open file reviews.
  • Identify opportunities to improve underwriting workflow, operational gaps, and process efficiency.

Qualifications

  • 5+ years of Workers’ Compensation underwriting experience
  • Strong California WC expertise
  • Demonstrated success underwriting middle market accounts
  • Demonstrated success underwriting General Contractors and construction risks
  • Demonstrated success underwriting multi-entity or multi-state risks
  • Demonstrated success underwriting guaranteed cost and deductible programs
  • Strong analytical skills with the ability to defend pricing decisions
  • Comfortable communicating directly with brokers and leadership
  • Strong team mindset and collaborative approach
  • Ability to take initiative, raise questions, provide feedback, and help close operational gaps
  • Adaptable and flexible in a fast-moving, growth-stage environment

Performance Indicators

  • Profitability and growth of assigned middle market book of business
  • Timely and sound underwriting decisions
  • Accuracy and consistency of pricing rationale, terms, and referral documentation
  • Effective evaluation of California-focused and multi-state workers’ compensation risks
  • Successful collaboration with Claims and Loss Control on open file reviews
  • Identification and improvement of underwriting workflow, operational gaps, and process efficiency
  • Demonstrated ability to manage complex middle market accounts with underwriting discipline

Compensation and Benefits

  • Competitive compensation and benefits package including health insurance, dental insurance, vision insurance, 401(k) plan, and paid time off.
  • Meaningful participation in Insurate’s equity program. All Insurate employees are part owners of the company.

Additional Information

  • Remote-First Workplace: At Insurate, we recognize the importance of providing a flexible and inclusive work environment that allows our employees to thrive while maintaining a healthy work-life balance.