Risk Advisor — Construction

WithCoveragePhiladelphia, PA
$85,000 - $125,000Remote

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

  • 2–5 years into your career, ideally with experience in commercial insurance, construction risk, or client advisory roles.
  • Some familiarity with construction coverage lines — GL, WC, commercial auto, and builders risk — and a strong desire to develop deeper technical expertise.
  • Confident in client conversations and growing in your ability to present analyses, program summaries, or proposals.
  • Strong critical thinking skills, with experience (or aptitude) for evaluating coverage programs and translating analysis into actionable strategies.
  • 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.
  • Coachable and eager to learn; open to feedback and committed to growth.
  • Drawn to environments where performance is rewarded with real upside and autonomy.
  • Hardworking, kind, and humble — the type of teammate others want to work with.
  • Active P&C Brokers License required (or must be obtained within 120 days of hire).

Responsibilities

  • Support and manage a portfolio of construction accounts, including GCs, specialty subcontractors, developers, and owners across admitted and E&S markets.
  • Participate in client-facing Risk Analyses, helping diagnose coverage gaps across GL, WC, Auto, Umbrella/Excess, Builders Risk, and Inland Marine.
  • Assist in preparing marketing submissions, renewal proposals, and program comparisons covering exposure changes, loss history, coverage terms, and cost of risk.
  • Build and contribute to playbooks for the construction vertical to create repeatable, scalable best practices.
  • Support certificate and contract review processes, identifying insurance requirements and potential coverage mismatches.
  • Help manage ongoing program administration 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.
  • Track and report key client metrics to identify opportunities for expansion, efficiency, and impact.
  • Contribute to the culture of excellence, curiosity, and accountability that defines our team.

Benefits

  • Competitive compensation that may include equity
  • Comprehensive benefit plans for medical, dental, vision, life, and disability
  • Flexible Spending Accounts (FSAs): Health Care FSA and Dependent Care FSA
  • Commuter Savings Account
  • 401(k) through Human Interest
  • Flexible paid time off, sick leave, family and medical leave, and observance of all major national holidays
  • A curated in-office employee experience designed to foster community, team connections, and innovation, including catered lunches on Fridays for in-office workers
  • Collaborative, transparent, and fun culture
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