We value the experiences of our employees.

At CapSpecialty, you will find an accessible management team that welcomes opinions and ideas. We owe much of our success to our collaborative environment and set of eleven shared core values rooted in customer-centricity, employee excellence and corporate culture.

It’s because of these values and the power of our employees’ experiences both in and outside of work that we offer competitive salary, benefits and many extras, including:

  • Health, dental and vision insurance
  • Flexible paid time off and ten paid holidays
  • Paid parental leave
  • Immediate 5% 401(k) matching
  • Paid life and short- and long-term disability insurance
  • Generous paid extended sick leave
  • Paid bereavement leave
  • Bonus opportunities
  • Wellness program
  • Support for personal and professional development
  • Company outings
  • Hybrid work environment, relaxed attire and so much more!

CapSpecialty also has five internal committees to support our employee appreciation, inclusion and wellness efforts – CapSpecialty WOMEN+, Charitable Giving Committee (CGC), Employee Activities Committee (EAC) and Working on Wellness (WOW).

Featured Openings

Internship Application

Hartford, CT or Middleton, WI
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Assistant Underwriter – Surety & Fidelity

Hartford, CT
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Underwriter – DragonX

Middleton, WI
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Assistant Underwriter – Special Risks

Middleton, WI or Hartford, CT
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Construction Underwriter

NY, IL, CA or GA
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Senior Systems Engineer

Middleton, WI
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Claims Specialist

Hartford, CT or Middleton, WI
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Client & Policy Servicing Specialist

Hartford, CT or Middleton, WI
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Sr. Underwriter – Special Risks

CT, NJ, IL or WI
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Product Development Manager

Hartford, CT
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Solution Architect

Hartford, CT
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Underwriter / Senior Commercial Underwriter – Surety & Fidelity

Seattle, WA; Portland, OR; Pacific Northwest - Remote
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Our Locations