We value the experiences of our employees.

At CapSpecialty, you will find an accessible leadership team that welcomes opinions and ideas. We owe much of our success to our collaborative environment and set of three guiding principles rooted in customer-centricity, employee excellence and corporate culture.

Operate with a Bias Toward Action:
Doing what we need to do when we know we need to do it is critically important. Whether it is starting, stopping or anything in between, if there is action to take – we will take it.

Do Small Things Consistently Better:
Great results generally come as the byproduct of doing a lot of small things extremely well. We will seek to do all things – including the small things – better than anyone else.

Build the Cap Culture:
Culture is key to every company’s success. What makes ours unique is the atmosphere of inclusivity that exists based on the fact we are kind, have fun and enjoy coming to work!

It’s because of these principles 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 four 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

Sr. Underwriter – Environmental

CT / WI / NJ / IL / GA - Hybrid
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Underwriting Trainee – Surety

Hartford, CT
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Information Security Engineer

Madison, WI
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Underwriter – D&O

Chicago, IL or Hartford, CT
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Oracle Database Administrator

Middleton, WI
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Business Intelligence Analyst

Hartford, CT or Middleton, WI
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Hartford, CT
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Internship Application

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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Our Locations