Lead Risk Advisor — Construction

WithCoveragePhiladelphia, PA
$140,000 - $190,000Remote

About The Position

WithCoverage replaces the traditional insurance brokerage with AI-supercharged risk management designed for the modern economy. We partner with hundreds of high-growth, category-defining companies across commercial construction, advanced manufacturing, and complex infrastructure. Our construction clients include general contractors, specialty subcontractors, owners, and developers who operate in high-exposure environments and need a brokerage partner that can move at their speed. Instead of a fragmented, manual brokerage stack, we have built a new category: elite risk advisors operating on top of proprietary technology. Our in-house Agency Management System gives our team and AI agents full visibility into policies, exposures, claims, billing, and commissions — enabling deeper automation, better decisions, and a fundamentally higher standard of service. WithCoverage was founded by JD Ross (co-founder of Opendoor) and Max Brenner (Bain, Compound). We have raised over $43M from leading investors including Sequoia, 8VC, Khosla Ventures, and Crystal Venture Partners. Our ambition is not to build a better brokerage. It is to redefine how risk is managed across the economy.

Requirements

  • 4-7 years of commercial insurance experience, with a strong preference for candidates with dedicated construction or contractor account experience.
  • Deep familiarity with construction risk — including GL (including OCIPs/CCIPs), WC, commercial auto, umbrella/excess towers, builders risk, and professional lines.
  • Confident leading high-stakes client conversations and comfortable presenting analyses, program comparisons, or broker proposals to C-suite and ownership-level executives.
  • Experienced in marketplace submissions, carrier negotiations, and coverage strategy across both admitted and E&S markets.
  • Deeply curious about how construction businesses operate and motivated to become a trusted advisor to their leaders.
  • Strong communicator who thrives in fast-moving, collaborative environments.
  • Highly detail-oriented and accountable — you own outcomes, not just tasks.
  • Active P&C Brokers License required (or must be obtained within 120 days of hire).

Nice To Haves

  • CIC, CPCU, or other relevant professional designation a plus.

Responsibilities

  • Own and manage a portfolio of construction accounts end-to-end, including GCs, specialty subcontractors, developers, and owners across admitted and E&S markets.
  • Lead client-facing Risk Analyses with senior executives, diagnosing coverage gaps across GL, WC, Auto, Umbrella/Excess, Builders Risk, and Inland Marine.
  • Develop and present marketing proposals for renewals and new business, including thorough program comparisons covering exposure changes, loss history, coverage terms, and cost of risk.
  • Build and refine playbooks for the construction vertical to create repeatable, scalable best practices for future advisors.
  • Establish and maintain strong relationships with key underwriting partners across both admitted and wholesale/E&S markets with construction expertise.
  • Conduct contract and certificate reviews, identifying insurance requirements and coverage mismatches before they become claims issues.
  • Lead, measure, and report on ongoing insurance programs, including audits, adjustments, endorsements, and claims coordination.
  • Collaborate closely with Growth, Product, and Ops teams to ensure seamless execution and a differentiated client experience.
  • Translate client needs into actionable insights for underwriting, operations, and product improvements.

Benefits

  • Competitive compensation that includes meaningful equity
  • Comprehensive benefit plans for medical, dental, vision, life, and disability
  • Pre-tax accounts (FSA, HSAs, dependent care FSAs, commuter savings)
  • 401(k) through Human Interest
  • Flexible time off, sick leave, family and medical leave, and major national holidays
  • A curated in-office employee experience designed to foster community, team connections, and innovation
  • Collaborative, transparent, and fun culture
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