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

Core Competencies

Role fit

Core Competencies

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Demonstrates extensive expertise in E&S Property Underwriting, including leadership in managing underwriting teams and developing profitable property books. Proficient in risk assessment, pricing strategies, and accumulation management within commercial property sectors.

Highest-signal resume keywords

E&S Property Underwriting ExperienceLeadership in Underwriting TeamsCommercial Property Underwriting KnowledgeCAT Modeling ConceptsAccumulation Management Principles

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

COPE AnalysisRate-On-Line AssessmentCoverage Structure EvaluationLayered Property StructuresISO Property Forms KnowledgeEquipment Breakdown EvaluationProperty Enhancement AssessmentSchedule Risk Evaluation

Soft Skills

Team LeadershipRelationship Building

Industry Keywords

Underwriting StandardsPricing GuidelinesLoss RatiosCombined RatiosPortfolio TrendsWholesale Broker Relationships

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