Skyward Specialty Insurance

Assistant Vice President - Captive Solutions

United States full-time Executive $165,000 - $200,000
full-time Executive level Technology & IT Salary listed Curated
Sign in to apply Free account — we bring you straight back to this role.

About the role

Position summary
The Assistant Vice President, Captive Programs builds and manages a profitable portfolio of new and existing captive programs at Skyward Specialty. The role brings technical knowledge across multiple property and casualty lines and builds strong relationships with program partners. This role has high visibility to senior leadership. The successful candidate will join a fast-growing team and have a real opportunity to add significant value.
Key responsibilities
Portfolio management and growth

Manage an assigned portfolio of captive programs, with a focus on growing a strong and profitable book.

Identify and vet new program opportunities as part of the due diligence process.

Track underwriting activity, operational metrics, KPIs and book performance, and report findings and recommendations to leadership.

Underwriting and governance

Handle authority referrals on larger, more complex risks, giving clear and timely feedback and direction.

Develop underwriting guidelines and conduct audits to ensure governance and alignment with core strategy.

Take corrective action where audits or performance reviews identify gaps.

Pricing and product development

Partner with actuarial to develop pricing and support program-specific rate and form filings.

Coordinate product design and development, along with the operations, claims and financial structuring of program business.

Partner relationships and market awareness

Build and maintain relationships with existing and prospective partners, including MGAs and delegated authority programs.

Stay current on competitive, legal and economic trends that affect the captive and program market.

Required qualifications

Bachelor's degree.

5+ years of property and casualty underwriting or product development experience.

Captive underwriting experience.

Technical knowledge across multiple P&C lines of business.

Ability to travel up to 25%.

Preferred qualifications

Degree in business, insurance, actuarial science, accounting or finance.

Professional designations or licenses, such as CPCU, ARM or AU.

Experience with MGA or delegated authority program business.

Core competencies

Relationship building: strong interpersonal skills that earn the trust of partners and colleagues.

Communication: clear written and verbal communication, with strong presentation skills.

Organization: manages multiple priorities, time and deadlines effectively.

Independence and teamwork: works well alone and as part of a team.

Technical proficiency: strong PC skills and comfort working with performance data.

Compensation and benefits
The base salary range for this role is $165,000 to $200,000. Base pay is determined by factors such as experience, skills, training, location, certifications, education and any applicable minimum wage requirements. This role may also be eligible for performance-based incentives. Our total rewards package includes health and welfare benefits, tuition and professional certification assistance, 401(k) savings, elective participation in the Employee Stock Purchase Program, paid time off, paid holidays, child bonding leave and other employee assistance programs.

Originally posted on Himalayas

Interview prep

Walk in with sharper answers.

Use this as a quick practice sheet before you speak with the employer.

Executive
Technology & IT Accounting Figma Operations Assistant Vice Executive level

Likely questions

  1. Tell us about work you have done that is close to the Assistant Vice President - Captive Solutions role.
  2. How would you approach your first 30 days at Skyward Specialty Insurance?
  3. Which of Accounting, Figma and Operations have you used recently, and what did it help you achieve?
  4. How have you led people, improved a process, or made a hard decision in a previous role?
  5. How do you handle busy days, changing priorities, or pressure at work?

Prepare before the call

  • A recent example that proves your experience with Accounting, Figma and Operations.
  • One short story with a problem, your action, and the result.
  • Two examples that show the strengths listed on your CV.
  • A clear reason why this role and company interest you.
  • Your availability, preferred work style, and salary expectations.

Ask them

  • What would success look like in the first 90 days?
  • What are the main problems this hire should help solve?
  • How does the team give feedback and measure good work?
  • What does a normal working week look like for this role?
Practice line

I am interested in the Assistant Vice President - Captive Solutions role because I can bring practical experience in Accounting, Figma and Operations, learn the team quickly, and contribute to the outcomes Skyward Specialty Insurance needs from this hire.

Related jobs.

More roles from this company or category.