Skyward Specialty InsuranceHiring

Vice President, Head of Aviation

  • Remote, United States
  • Executive
  • Posted 4 days ago
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In one line

Leads an aviation insurance book end to end, owning its profit and loss and running the underwriting team; senior leadership role.

About the role

The class needs someone who can set the annual plan, underwrite the biggest accounts and keep the portfolio inside agreed risk limits. Coaching underwriters and building broker relationships are central to the job.

At a glance

Pay
Not stated in the posting
Remote scope
Remote, United States
Seniority
Executive
Skills
Aviation insurance, Underwriting, Pricing, Portfolio management, Reinsurance, Risk selection
Posted
31 Oct 2026
Last checked
2 Nov 2026

What you will do

  • Set the annual class plan with senior management and deliver it against performance targets.
  • Lead and develop the underwriting team through coaching, succession planning and technical reviews.
  • Underwrite, price and negotiate key aviation accounts as senior underwriter.
  • Oversee risk selection, pricing and guidelines, and coordinate form and rate filings with regulators.
  • Watch portfolio performance, review loss data and lead reinsurance purchasing for the class.

What they look for

  • Ten or more years underwriting general aviation insurance.
  • Five or more years managing underwriting teams and five or more owning profit and loss for an aviation class or unit.
  • Senior underwriting authority on complex aviation accounts.

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Questions about this job

Is this job fully remote, and from where?

Yes. The posting lists Vice President, Head of Aviation as a remote role for candidates in the United States.

What does this job pay?

The posting does not state a salary, so there is no figure to quote.

What experience is needed?

It is an executive role. The posting asks for: ten or more years underwriting general aviation insurance; five or more years managing underwriting teams and five or more owning profit and loss for an aviation class or unit; senior underwriting authority on complex aviation accounts. Skills it names include Aviation insurance, Underwriting, Pricing, Portfolio management.

How do I apply with Keywordise AI?

Press the Apply with Keywordise AI button and add your CV. Keywordise tailors your CV and cover letter to this posting and sends the application for you, with a free 7-day trial and no card.

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Skyward Specialty InsuranceRemote, United States
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