Vice President, Aviation

Skyward Specialty Insurance

. Lead Skyward Specialty's aviation book and own its full profit and loss .

Posted 10/30/2026full-timeRemote • United StatesLead💰 $180,000 - $230,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates extensive expertise in aviation underwriting, including P&L ownership, pricing, and negotiation of complex accounts. Proven ability to lead teams, develop business plans, and maintain regulatory compliance while fostering strong relationships with brokers and clients.

Highest-signal resume keywords

Aviation Underwriting ExperienceP&L OwnershipTeam LeadershipPricing And Negotiation SkillsRegulatory Compliance Knowledge

ATS Keywords

Tailor your resume

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills

UnderwritingPricing ModelsRisk SelectionLoss AnalysisBusiness PlanningExpense BudgetingReinsurance PurchasingMarket IntelligencePortfolio ManagementTechnical Reviews

Soft Skills

Relationship ManagementCollaborationCommunicationLeadershipTraining

Tools & Technologies

Underwriting Database SystemState Form And Rate Filings

Certifications & Qualifications

CPCUAUARePrivate Pilot Certificate

Industry Keywords

General Aviation InsuranceAviation BrokersLloyd's MarketAviation SegmentsGovernance

Tech Stack

Tools & technologies

Apollo

About the role

Key responsibilities & impact

Lead Skyward Specialty's aviation book and own its full profit and loss
Set the annual class plan and execute it against key performance targets
Build and develop the underwriting team and support supervisor
Personally underwrite, price and negotiate key aviation accounts
Run underwriting meetings, technical reviews and training sessions
Identify growth opportunities and strengthen the class proposition
Partner with the Apollo Aviation team to generate opportunities, advance product development and share market intelligence
Prepare annual production forecasts and departmental expense budgets
Build, manage and execute the account pipeline
Strengthen relationships with key brokers and clients and maintain excellent service standards
Collaborate with actuarial, claims, compliance, risk, human resources, capital and underwriting teams
Lead reinsurance purchasing for the class
Review risk selection, underwriting quality and pricing across the department
Maintain pricing models, underwriting guidelines, policy forms, coverage provisions and rates
Coordinate form and rate filings and prepare new filings for state regulators
Review and approve changes to the underwriting database system
Monitor portfolio performance and implement controls and initiatives within agreed risk parameters
Review aviation loss notices and analyze loss and claims data
Participate in management calls and committees
Ensure underwriting activity meets governance, regulatory and internal control requirements
Serve as Skyward's market expert for aviation
Meet with brokers and attend client presentations
Represent Skyward externally in the insurance market

Requirements

What you’ll need

10+ years of underwriting experience in general aviation insurance
5+ years of people management experience leading underwriting teams
5+ years of P&L ownership for an aviation class, portfolio or business unit
Proven record of profitable growth within agreed risk and loss ratio parameters
Senior underwriting authority on complex aviation accounts, with strong pricing and negotiation skills
Established relationships with aviation brokers and producers in the US market
Working knowledge of state form and rate filings and regulatory requirements
Experience building annual business plans, production forecasts and expense budgets
Bachelor's degree, or equivalent combination of education and experience
Experience across multiple aviation segments (preferred)
Experience leading reinsurance purchasing for a class of business (preferred)
Exposure to the Lloyd's market or collaboration with London-based underwriting partners (preferred)
Professional designation such as CPCU, AU or ARe (preferred)
Private pilot certificate or other hands-on aviation background (preferred)

Benefits

Comp & perks

Health and welfare benefits
Tuition and professional certification assistance
401k savings
Elective participation in the Employee Stock Purchase Program
Paid time off
Paid holidays
Child bonding leave
Employee assistance