Lead Risk Advisor

WithCoverage•Philadelphia, NY

About The Position

WithCoverage is an AI-enabled risk management company that serves high-growth businesses across consumer brands, hospitality, manufacturing, and other complex industries. Its proprietary Agency Management System provides visibility into policies, exposures, claims, billing, and commissions, supporting automation and risk-advisory services. The Lead Risk Advisor will own client relationships end-to-end and help scale a risk vertical. The role works directly with business leaders to assess exposures, lead Risk Analyses, and deliver tailored insurance solutions. It also involves developing repeatable playbooks, partnering with Growth, Product, and Operations, and using client insights and metrics to improve services and identify opportunities.

Requirements

  • 4–7 years into their career, ideally with experience in commercial insurance, risk management, or client advisory roles.
  • Confident leading high-stakes client conversations and comfortable presenting analyses or proposals.
  • Curious about how businesses operate and motivated to become a trusted advisor to business leaders.
  • Strong communicator who thrives in fast-moving, collaborative environments.
  • Highly detail-oriented and accountable, with ownership of outcomes.
  • Coachable, eager to learn, open to feedback, and committed to growth.
  • Motivated by environments where performance is rewarded with upside and autonomy.
  • Hardworking, kind, humble, and a collaborative teammate.

Nice To Haves

  • Experience in commercial insurance, risk management, or client advisory roles.

Responsibilities

  • Own and manage a portfolio of client accounts end-to-end, building strong relationships and delivering exceptional service.
  • Lead client-facing Risk Analyses with senior executives, diagnose coverage gaps, and present tailored insurance solutions.
  • Build and refine playbooks for the assigned vertical to develop repeatable, scalable best practices for future advisors.
  • Collaborate with Growth, Product, and Operations teams to support seamless execution and a differentiated client experience.
  • Translate client needs into actionable insights for underwriting, operations, and product improvements.
  • Track and report key client metrics to identify opportunities for expansion, efficiency, and impact.
  • Contribute to a culture of excellence, curiosity, and accountability.

Benefits

  • Equity participation
  • Medical, dental, vision, life, and disability benefit plans
  • Pre-tax accounts, including FSA, HSA, dependent care FSA, and commuter savings
  • 401(k)
  • Flexible time off
  • Sick leave
  • Family and medical leave
  • Major national holidays
  • Curated in-office employee experience designed to foster community, team connections, and innovation
  • Collaborative, transparent, and fun culture
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