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!

We are proud to offer our employees competitive benefits such as:

  • 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
  • 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).

Current Openings

Business Analyst – Claims

Hartford, CT or Middleton, WI
See Job Description

Information Security Engineer

Hartford, CT; Middleton, WI
See Job Description

Oracle Database Administrator

Middleton, WI
See Job Description

Support Analyst

Hartford, CT
See Job Description

Sr. Support Analyst

Middleton, WI
See Job Description

Senior Counsel

Hartford, CT or Middleton, WI
See Job Description

Assistant Underwriter – Surety

Hartford, CT
See Job Description

Client & Policy Servicing Specialist

Hartford, CT or Middleton, WI
See Job Description

Business Development Specialist

Hartford, CT
See Job Description

Underwriter – D&O

Chicago, IL or Hartford, CT
See Job Description

Sr. Underwriter – Construction

Chicago, IL; Atlanta, GA; Short Hills, NJ; Pasadena, CA; New York, NY
See Job Description

Sr. Underwriter – Environmental

Western Region
See Job Description

Sr. Underwriter – Special Risks

Chicago, IL; Hartford, CT; Middleton, WI; Short Hills, NJ
See Job Description

Underwriter – Healthcare

Hartford, CT; Chicago, IL; Short Hills, NJ; Middleton, WI
See Job Description

Sr. Underwriter – Surety

Mid-Atlantic Region
See Job Description

Wrap Specialist

Pasadena, CA
See Job Description

Our Locations