AVP, Middle Market GL Underwriting – Remote

Skyward Service Company; United States; Remote; USD 135,000 - 200,000; Full time

Job summary

Skyward Specialty is seeking a skilled Senior GL Underwriter to manage a middle market portfolio, drive profitability, and lead broker relationships. You will evaluate risk, structure coverage and pricing, and guide renewal strategy with a focus on risk-adjusted returns.

The role requires 5+ years in GL underwriting, including E&S/non-admitted business, and a strong grasp of non-price decision factors. Remote work options are available within the U.S. market.

Qualifications

• Bachelor's degree required or equivalent experience.
• 5+ years of General Liability underwriting experience, including E&S/non-admitted business.

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, 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.
• 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, collaboration with claims, loss control, and operations.
• 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—not price alone.
• 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.

Skills

GL underwriting

risk assessment

pricing concepts

broker relationships

communication skills

multi-location experience

Education

Bachelor's degree

Tools

MS Office

Underwriting systems

Analytics tools

Job description

Skyward Specialty is seeking a skilled Senior GL Underwriter to manage a middle market portfolio, drive profitability, and lead broker relationships. You will evaluate risk, structure coverage and pricing, and guide renewal strategy with a focus on risk-adjusted returns.

The role requires 5+ years in GL underwriting, including E&S/non-admitted business, and a strong grasp of non-price decision factors. Remote work options are available within the U.S. market.