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Assistant Vice President OR Senior Underwriter - E&S Brokerage - Primary Casualty

Skywardinsurance United States ; United States (whole country)
Full-time Remote work

Publication date: 08/11/2026

The E&S General Liability Senior Underwriter OR AVP is responsible for underwriting new and renewal middle market accounts within an E&S/non-admitted environment. This role requires strong technical underwriting judgment, thoughtful risk selection, and the ability to structure coverage/terms to achieve profitable growth. The Senior Underwriter should have established wholesale broker relationships with individual brokerage offices. The Senior Underwriter will independently manage a renewal book, grow new business through select wholesale broker relationships, and provide mentorship and technical guidance to underwriting team members.

Responsibilities

Underwrite and manage a middle market GL portfolio including new business, renewals, and account stewardship to achieve profitability, retention, and growth objectives; Evaluate risk and exposure by analyzing operations, loss history, financials (as appropriate), coverage needs, and industry trends; determine suitability within company appetite; Develop coverage, pricing, and terms aligned with risk characteristics and rate adequacy; leverage deductibles/SIRs, endorsements, and coverage restrictions when needed to achieve appropriate risk-adjusted return; Structure and negotiate deals with wholesalers, including quote development, proposal presentation, counteroffers, and binding decisions within delegated authority; Oversee account lifecycle management, including underwriting file documentation, issuance coordination and policy review, mid-term endorsements, renewal strategy and execution, and collaboration with claims, loss control, and operations as applicable; Maintain underwriting governance: ensure compliance with guidelines, regulatory/non-admitted requirements, documentation standards, and referral/authority protocols; Broker relationship management and marketing: manage a targeted group of wholesale brokers, actively source and qualify middle market opportunities, communicate underwriting appetite clearly and consistently, differentiate through expertise, responsiveness, and creative problem solving; Portfolio management: monitor aggregates, concentration, mix of business, and loss trends, identify remediation actions on underperforming segments/accounts, contribute to planning and forecasting efforts; Mentor and support junior underwriters: provide technical coaching, file guidance, and decision support, participate in training, peer reviews, and knowledge sharing; Contribute to underwriting discipline and continuous improvement: assist in refining guidelines, workflows, tools, and product/coverage approach for middle market GL, support underwriting file audits/reviews and participate in system testing/enhancements as needed

Requirements

Bachelor's degree required (or equivalent experience); 5+ years of General Liability underwriting experience, with demonstrated success underwriting E&S/non-admitted business; Experience underwriting middle market accounts with higher complexity (e.g., multi-location, multi-state, higher hazard classes, layered or manuscript coverage considerations, heavier loss history, complex operations); Strong technical knowledge of GL coverage, policy forms, exclusions/endorsements, and non-admitted market practices; Demonstrated ability to assess risk, analyze data, and make sound decisions with clear underwriting rationale; Strong command of pricing concepts and rate adequacy, including using terms/structure (not just price) to appropriately underwrite risk; Proven ability to build and maintain wholesale broker relationships and to generate profitable submissions; Excellent communication skills, able to explain decisions and coverage positions clearly to brokers and internal partners; Ability to work independently while collaborating effectively across underwriting, claims, loss control, and operations; Strong organizational skills and attention to detail; able to manage multiple accounts and deadlines in a fast-paced environment

Nice to have

Insurance designations (e.g., CPCU, AU, ARM, RPLU) preferred; Experience with specific middle market segments relevant to your appetite (e.g., construction, habitational, products, light manufacturing, distribution, social services, etc.); Proficiency in Microsoft Office Suite (Outlook, Word, Excel) and underwriting systems/analytics tools; Experience participating in audits/file reviews, guideline creation, or product refinement

Benefits

Competitive total rewards package; 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; Other employee assistance programs; Eligibility for performance-based incentives in addition to base salary
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