Assistant Vice President - Captive Solutions

Skyward Specialty

12d • $165,000 - $200,000 • Remote

About The Position

The Assistant Vice President, Captive Programs builds and manages a profitable portfolio of new and existing captive programs at Skyward Specialty. The role requires technical knowledge across multiple property and casualty lines and the ability to build strong relationships with program partners. It has high visibility to senior leadership, and the successful candidate will join a fast-growing team with an opportunity to add significant value.

Requirements

• Bachelor's degree.
• At least 5 years of property and casualty underwriting or product development experience.
• Captive underwriting experience.
• Technical knowledge across multiple property and casualty lines of business.
• Ability to travel up to 25%.
• Strong interpersonal skills to earn the trust of partners and colleagues.
• Clear written and verbal communication and strong presentation skills.
• Ability to manage multiple priorities, time, and deadlines effectively.
• Ability to work independently and as part of a team.
• Strong PC skills and comfort working with performance data.

Nice To Haves

• 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.

Responsibilities

• Manage an assigned portfolio of captive programs, focusing 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.
• Handle authority referrals on larger, more complex risks, providing clear and timely feedback and direction.
• Develop underwriting guidelines and conduct audits to ensure governance and alignment with core strategy.
• Take corrective action when audits or performance reviews identify gaps.
• Partner with actuarial to develop pricing and support program-specific rate and form filings.
• Coordinate product design and development, as well as the operations, claims, and financial structuring of program business.
• Build and maintain relationships with existing and prospective partners, including MGAs and delegated authority programs.
• Stay current on competitive, legal, and economic trends affecting the captive and program market.

Benefits

• 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
• Employee assistance programs
• May be eligible for performance-based incentives

What This Job Offers

• Job Type: Full-time
• Career Level: Senior