Find an Agent
Search For:
Search By:


Why Work at CapSpecialty?

You'll be joining an organization with a history and strong foundation dating back 50 years.  We are highly committed to an environment that supports the varying needs of all our employees inside and outside of work.

As recognized in our Vision Statement, CapSpecialty strives to be a preferred employer by offering a competitive compensation and benefits package, professional and educational growth opportunities, recognition for great performance along with providing occasions for social gatherings.

Our benefits package includes: 

  • Health and dental coverage
  • 401(k) with matching contribution
  • Generous vacation program
  • Life and disability insurance
  • Annual Incentive Plan
  • Continuing education opportunities  

CapSpecialty is also committed to giving back to our surrounding communities.  Through community drives and fundraisers, we make every effort to support important causes that improve the health and well-being of our community members.

Thank you for your interest in CapSpecialty!

Vision Statement

To be a preferred employer, active in our communities while  delivering the highest possible value to our agents
by being the easiest company to do business with, in our unique markets.


Career Opportunities

Accounts Payable Specialist - Middleton, WI

IT - Applications

Senior BI Architect - Senior BI Architect

IT - Infrastructure

Support Analyst - Middleton, Wisconsin

Legal & Compliance

Legal Compliance Regulatory Analyst - Middleton, Wisconsin


Billing & Collections Specialist - Middleton, Wisconsin

Professional Lines

Primary Casualty E&S Underwriter - New York, NY

Head of Excess Casualty - Atlanta, Georgia

Assistant Underwriter, E&O - Kansas City, Missouri

Commercial Underwriter - Miscellaneous Professional Liability/E - Kansas City, Missouri

Property & Casualty Underwriting

Commercial E&S Underwriter - Middleton, Wisconsin

Product Development Specialist - Middleton, Wisconsin or New York City

Head of Portfolio Management - Middleton, Wisconsin or New York, New York

Surety & Fidelity Underwriting

Underwriter or Senior Underwriter - Walnut Creek, California

About Madison & Middleton

Area Information

Community Information

How to Contact Us
Complete an application and submit:
CapSpecialty Employment Application
Download the latest version of Adobe Reader here.

Mail resume, cover letter and/or application to:
Attn: Human Resources
1600 Aspen Commons
Middleton, WI  53562
Email resume, cover letter and/or application to:

Fax resume, cover letter and/or application to:
Attn: Human Resources
(608) 829-7409