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

Skyward Specialty

1d•$135,000 - $200,000•Remote

About The Position

The E&S General Liability Senior Underwriter or Assistant Vice President underwrites new and renewal middle market accounts in an E&S/non-admitted environment. The role calls for strong technical underwriting judgment, thoughtful risk selection, and the ability to structure coverage and terms to support profitable growth. The Senior Underwriter is expected to have established relationships with individual wholesale brokerage offices, independently manage a renewal book, develop new business through selected wholesale broker relationships, and mentor and guide underwriting team members. The position manages a middle market General Liability portfolio, evaluates risks and exposures, develops coverage and pricing, negotiates with wholesalers, and oversees account lifecycle activities. It also maintains underwriting governance and compliance, manages broker relationships and portfolio performance, supports junior underwriters, and contributes to underwriting guidelines, workflows, tools, and product or coverage improvements.

Requirements

Bachelor’s degree or equivalent experience.
At least 5 years of General Liability underwriting experience, including demonstrated success underwriting E&S/non-admitted business.
Experience underwriting higher-complexity middle market accounts, such as multi-location or multi-state risks, higher-hazard classes, layered or manuscript coverage considerations, heavier loss histories, or complex operations.
Strong technical knowledge of General Liability coverage, policy forms, exclusions and endorsements, and non-admitted market practices.
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 and structure—not only price—to underwrite risk appropriately.
Ability to build and maintain wholesale broker relationships and generate profitable submissions.
Excellent communication skills, including the ability to explain decisions and coverage positions clearly to brokers and internal partners.
Ability to work independently and collaborate effectively across underwriting, claims, loss control, and operations.
Strong organizational skills and attention to detail, with the ability to manage multiple accounts and deadlines in a fast-paced environment.

Nice To Haves

Insurance designations such as CPCU, AU, ARM, or RPLU.
Experience in relevant middle market segments such as construction, habitational, products, light manufacturing, distribution, or social services.
Proficiency in Microsoft Office Suite (Outlook, Word, and Excel) and underwriting systems or analytics tools.
Experience participating in audits or file reviews, guideline creation, or product refinement.

Responsibilities

Underwrite and manage a middle market General Liability portfolio, including new business, renewals, and account stewardship, to achieve profitability, retention, and growth objectives.
Evaluate operations, loss history, financial information as appropriate, coverage needs, and industry trends to assess risk and determine suitability within company appetite.
Develop coverage, pricing, and terms appropriate to risk characteristics and rate adequacy, using deductibles, SIRs, endorsements, and coverage restrictions when needed.
Structure and negotiate deals with wholesalers, including quote development, proposal presentation, counteroffers, and binding decisions within delegated authority.
Oversee 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 compliance with underwriting guidelines, regulatory and non-admitted requirements, documentation standards, and referral and authority protocols.
Manage a targeted group of wholesale brokers, source and qualify middle market opportunities, communicate underwriting appetite, and differentiate through expertise, responsiveness, and problem solving.
Monitor aggregates, concentration, business mix, and loss trends; identify remediation actions for underperforming segments or accounts; and contribute to planning and forecasting.
Mentor junior underwriters by providing technical coaching, file guidance, and decision support; participate in training, peer reviews, and knowledge sharing.
Help refine guidelines, workflows, tools, and product or coverage approaches for middle market General Liability; support file audits and reviews and participate in system testing and enhancements as needed.