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Skyward Specialty Insurance

Vice President – E&S Brokerage, Property

Skyward Specialty Insurance

Vice President of E&S Brokerage leading underwriting strategies and team management in a specialty insurance firm. Focused on profitability and strong broker relationships for E&S Property book.

Posted 7/7/2026full-timeRemote • 🇺🇸 United StatesLead💰 $235,000 - $270,000 per yearWebsite

About the role

Key responsibilities & impact
  • Own the underwriting direction, risk appetite, and portfolio composition of the E&S Property book across all target classes
  • Set and enforce underwriting standards, pricing guidelines, and coverage parameters consistent with the book's profitability objectives
  • Lead complex and large-account underwriting decisions; serve as the technical authority and escalation point for the team
  • Maintain a disciplined approach to accumulation management
  • Monitor and actively manage loss ratios, combined ratios, and portfolio trends
  • Partner with actuarial and finance on pricing adequacy, rate monitoring, and reserving inputs
  • Lead, mentor, and develop a team of 10 property underwriters
  • Cultivate and deepen relationships with key wholesale broker partners

Requirements

What you’ll need
  • 10+ years of E&S or specialty property underwriting experience with meaningful time in a wholesale/non-admitted environment
  • Prior leadership experience managing underwriting teams
  • Demonstrated track record of building or managing a profitable property book across a broad range of commercial classes
  • Deep knowledge of commercial property underwriting including COPE analysis, rate-on-line assessment, and coverage structure
  • Familiarity with layered property structures (ground-up, primary, quota share, and excess)
  • Working knowledge of ISO and proprietary property forms
  • Proficiency in evaluating equipment breakdown, property enhancement, and schedule risks
  • Strong understanding of CAT modeling concepts and accumulation management principles

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
  • other employee assistance

ATS Keywords

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Applicant Tracking System Keywords

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

Hard Skills & Tools
COPE AnalysisRate-On-Line AssessmentCoverage Structure EvaluationLayered Property StructuresISO Property Forms KnowledgeEquipment Breakdown EvaluationProperty Enhancement AssessmentSchedule Risk Evaluation
Soft Skills
Team LeadershipRelationship Building