Careers


CapSpecialty is always looking for ambitious, curious, fun and hardworking candidates who are driven by creative problem-solving and excited by new challenges. 

We value the experiences of our employees both in the office and outside of work, which is why we offer generous salary, benefits, and extras including:  open vacation, nine paid holidays, paid parental leave, bonus opportunities, fully vested 401k from the start with a 100% match up to 5%, flexibility, paid continuing education, volunteer opportunities, relaxed attire, accessible management team, opinions and ideas welcomed, and so much more!

Client & Policy Servicing Specialist

Middleton, WI or Glastonbury, CT

Want to join an exciting and collaborative company that offers competitive compensation and benefits packages – including generous paid time off, fully vested matching 401k, professional and educational growth opportunities, flexible and casual work environment, and recognition for exceptional performance?

CapSpecialty® is seeking experienced, business-focused Client & Policy Servicing Specialists to assist with their Property & Casualty, Errors & Omissions and Healthcare Underwriting teams.

While delivering service excellence, this position will be responsible for processing new and renewal quotes and policies, with high productivity and 100% quality to our agents. The Specialist will also assist Underwriters in achieving service standards through process improvements and team communications.

Education & Experience:

  • College degree or high school diploma with prior experience.
  • Prior customer service a plus but not required.

Essential skills:

  • Excellent interpersonal and communication skills.
  • Ability to be a positive, team player, able to work within a dedicated, hardworking environment.
  • Self-directed and innovative.
  • Detail- and Service-orientated.
  • Highly productive and accurate.
  • Technically competent in all standard business software applications, including Excel, Word, PowerPoint.

CapSpecialty is a leading provider of specialty insurance for small- to mid-sized businesses in the U.S., offering Commercial Property and Casualty, Professional Liability, Surety and Fidelity products in all 50 states and the District of Columbia. By working with select partners through a limited distribution model, CapSpecialty’s creative, hard-working team provides personalized service and cultivates mutually successful partnerships to deliver positive results. CapSpecialty’s carriers have an A (“Excellent”) rating from A.M. Best, writing both admitted and non-admitted policies on the paper of Capitol Indemnity Corporation, Capitol Specialty Insurance Corporation and Platte River Insurance Company – subsidiaries of Alleghany Insurance Holdings LLC, part of Alleghany Corporation (NYSE: Y).

Senior Claims Specialist - Professional Liability

Glastonbury, CT

Want to join an exciting and collaborative company that offers competitive compensation and benefits packages – including an innovative open vacation plan, fully vested matching 401k, professional and educational growth opportunities, flexible and casual work environment, and recognition for exceptional performance?

CapSpecialty seeks a dynamic, versatile claims professional to add to its experienced, team-oriented staff. This claims professional will investigate, evaluate and resolve claims made against the company’s professional liability insurance policies including: insurance agents E&O, lawyers professional liability, miscellaneous E&O, insurance company E&O and D&O; media liability, cyber-liability and privacy, asset managers, and management liability (D&O and EPL) policies. This position also requires frequent interaction with our underwriting staff and agent partners to advise on claim issues in general and assigned claim files in particular. This position may require travel approximately 15% - 20% of the time.

Education & Experience:

  • Bachelor’s degree, or equivalent
  • 7+ years of claims handling experience
  • Current adjuster license
  • Juris Doctorate or industry certifications (i.e. RPLU, CPCU, AIC) are strongly preferred

Essential skills:

  • Advanced technical knowledge of insurance coverage and polices, insurance law, employment law, tort law, and claims handling practices for one or more lines of business
  • Highly refined verbal and written communications skills
  • A proven track record of delivering solid claim outcomes on PL claims
  • Ability to multi-task and seamlessly maneuver from a set of issues in one jurisdiction to completely different matters in other jurisdictions
  • Forward-thinking capability, including the ability to formulate a strategy and proactively move a claim toward resolution
  • Excellent analytical, problem-solving, and organizational skills

CapSpecialty is a leading provider of specialty insurance for small- to mid-sized businesses in the U.S., offering Commercial Property and Casualty, Professional Liability, Surety and Fidelity products in all 50 states and the District of Columbia. By working with select partners through a limited distribution model, CapSpecialty’s creative, hard-working team provides personalized service and cultivates mutually successful partnerships to deliver positive results. CapSpecialty’s carriers have an A (“Excellent”) rating from A.M. Best, writing both admitted and non-admitted policies on the paper of Capitol Indemnity Corporation, Capitol Specialty Insurance Corporation and Platte River Insurance Company – subsidiaries of Alleghany Insurance Holdings LLC, part of Alleghany Corporation (NYSE: Y).

Senior Claims Reporting & Compliance Specialist

Glastonbury, CT

Want to be a part of an exciting team-oriented environment that offers competitive compensation and benefits - including an open vacation plan, fully vested matching 401k, professional and educational growth opportunities, flexible and casual work environment, and recognition for exceptional performance?

CapSpecialty® is seeking experience and business-focused Senior Claims Reporting & Compliance Specialist to assist with their Claims teams.

While delivering service excellence, this position will manage and support the reporting and compliance functions related to professional liability and healthcare claims, including State Closed claim reporting, CMS/Medicare data and lien reporting, National Practitioner Database reporting and other claims related reporting and compliance. Keeping open communication and working as a team, this position will coordinate credentialing and provide backup support as needed.

Education & Experience:

  • Associates degree or equivalent.
  • 4 years’ experience in insurance claims reporting or claims support preferred.

Essential skills:

  • Excellent interpersonal and communication skills.
  • Ability to be a positive, team player, able to work within a dedicated, hardworking environment.
  • Self-directed and innovative with ability to work and adapt in a fast-paced environment.
  • Detail and Service-orientated.
  • Highly productive and accurate.
  • Technically competent in all standard business software applications, including Excel, Word, PowerPoint.

CapSpecialty is a leading provider of specialty insurance for small- to mid-sized businesses in the U.S., offering Commercial Property and Casualty, Professional Liability, Surety and Fidelity products in all 50 states and the District of Columbia. By working with select partners through a limited distribution model, CapSpecialty’s creative, hard-working team provides personalized service and cultivates mutually successful partnerships to deliver positive results. CapSpecialty’s carriers have an A (“Excellent”) rating from A.M. Best, writing both admitted and non-admitted policies on the paper of Capitol Indemnity Corporation, Capitol Specialty Insurance Corporation and Platte River Insurance Company – subsidiaries of Alleghany Insurance Holdings LLC, part of Alleghany Corporation (NYSE: Y).

Commercial Underwriter - Surety & Fidelity

Cincinnati, OH

Want to join an exciting and collaborative company that offers competitive compensation and benefits packages – including an innovative open vacation plan, fully vested matching 401k, professional and educational growth opportunities, flexible and casual work environment, and recognition for exceptional performance?

CapSpecialty seeks a self-motivated, adaptable Commercial Underwriter to add to its experienced, team-oriented staff. The primary purpose of this position is to ensure underwriting growth and profitability by underwriting new and renewal business and manage agency relationships. Senior level is available commensurate with experience.

Responsibilities include:

  • Underwrite and approve risks with appropriate pricing through review & analysis of financials.
  • Generate leads & independently develop business relationships through industry networking, strong customer service and participation in agency functions and general sales calls.
  • Demonstrate leadership skills by leading, developing & motivating team members through our service standards, technological tools and house system, CapEx.
  • Determine what underwriting guideline changes are needed by investigating and reporting on bond claims and losses.

Education & Experience:

  • Bachelor’s Degree or equivalent.
  • 3+ years’ surety experience is required.
  • AFSB designation or working towards one is preferred.

Essential Skills:

  • Adaptable underwriting and marketing skills.
  • Solid analytical-reasoning skills, methodical problem-solving skills and ability to focus on execution.
  • Great interpersonal, communication and organizational skills.
  • Knowledge of bonds, procedures and rates.
  • Knowledge of specified territory including agency plant, accounts, competition and general business climate.
  • Ability to be a team player.

CapSpecialty is a leading provider of specialty insurance for small- to mid-sized businesses in the U.S., offering Commercial Property and Casualty, Professional Liability, Surety and Fidelity products in all 50 states and the District of Columbia. By working with select partners through a limited distribution model, CapSpecialty’s creative, hard-working team provides personalized service and cultivates mutually successful partnerships to deliver positive results. CapSpecialty’s carriers have an A (“Excellent”) rating from A.M. Best, writing both admitted and non-admitted policies on the paper of Capitol Indemnity Corporation, Capitol Specialty Insurance Corporation and Platte River Insurance Company – subsidiaries of Alleghany Insurance Holdings LLC, part of Alleghany Corporation (NYSE: Y).

Actuary

Glastonbury, CT

Want to join an exciting and collaborative company that offers competitive compensation and benefits packages – including an innovative open vacation plan, fully vested matching 401k, professional and educational growth opportunities, flexible and casual work environment, and recognition for exceptional performance?

CapSpecialty® is seeking an experienced actuary for pricing and reserving. This highly motivated individual will be responsible for complex actuarial analysis, product pricing and development, profitability analysis, preparation of highly complex internal management information and financial reports, and external filings including Rate and Form filings for the Department of Insurance.

Education & Experience:

  • Bachelor’s Degree in mathematics or actuarial science.
  • 5+ years experience with property and casualty insurance.
  • FCAS designation in the Casualty Actuarial Society or an ACAS aspiring for fellowship within 2 years.

Essential skills:

  • Strong written and verbal communication and organizational skills.
  • Ability to prepare and analyze complex actuarial reports.
  • Knowledge of insurance terminology used in rating policies and mathematical techniques used to calculate premiums.
  • Analytical problem solver.
  • Resilient, resourceful, and able to operate in faced paced environment.
  • Ability to respond rapidly to changing work conditions and expectations and to partner effectively with other departments.

CapSpecialty is a leading provider of specialty insurance for small- to mid-sized businesses in the U.S., offering Commercial Property and Casualty, Professional Liability, Surety and Fidelity products in all 50 states and the District of Columbia. By working with select partners through a limited distribution model, CapSpecialty’s creative, hard-working team provides personalized service and cultivates mutually successful partnerships to deliver positive results. CapSpecialty’s carriers have an A (“Excellent”) rating from A.M. Best, writing both admitted and non-admitted policies on the paper of Capitol Indemnity Corporation, Capitol Specialty Insurance Corporation and Platte River Insurance Company – subsidiaries of Alleghany Insurance Holdings LLC, part of Alleghany Corporation (NYSE: Y). For more information please visit our website.

CapSpecialty is an equal opportunity employer.

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1600 Aspen Commons
Suite 300                          
Middleton, WI 53562