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WithCoverage

Risk Team Lead / Director

WithCoverage · New York, NY, Philadelphia, PA

Posted about 3 months ago · $200,000 – $300,000

or apply directly on WithCoverage's site. We never take the application ourselves.

Is this posting real?

This role has been open
80 days
WithCoverage's roles stay open a median of 80 days
Reposted
No
Salary listed
Yes
96% of WithCoverage's roles list one
Ghost-job risk at WithCoverage
high
24 stale, 1 reposted of 25 open
Hiring momentum
32 roles opened in the last 90 days
↑ up vs. the prior 90 days
Last confirmed on the employer's board
2026-10-22

Measured from postings appearing on and disappearing from WithCoverage's own greenhouse board since 2026-08-03. Full hiring picture for WithCoverage.

About this role

As the Director of Property and Casualty at WithCoverage, you will lead the strategy and execution of risk advisory services for clients, focusing on client retention and servicing. You will manage a team of Risk Advisors, oversee performance metrics, and design client risk management programs across various industries. The role involves collaborating with leadership to enhance processes and tools while ensuring a culture of excellence within the team.

Our read on this posting3.6out of 5
benefits
4/5
freshness
1/5
career value
4/5
role clarity
4/5
pay transparency
5/5

Scored from the posting itself — how clearly the role is described, how much it says about pay and benefits, and how recently it was listed. Not a judgement of WithCoverage as an employer.

What you need

  • 8–12 years of experience in commercial insurance or risk management, ideally within a brokerage or consulting environment
  • 2+ years of quota carrying-people management experience
  • Deep understanding of commercial lines (GL, Property, Auto, WC, Umbrella, and Specialty)
  • Proven ability to communicate complex insurance concepts to executive-level clients
  • Strong analytical and strategic thinker
  • Leadership mindset with a desire to mentor others

Nice to have

  • Designations (CPCU, ARM, CIC, CRM) preferred but not required

What you get

  • Competitive compensation that includes equity
  • Comprehensive benefit plans for medical, dental, vision, life, and disability
  • Pre-tax accounts (FSA, HSAs, dependent care FSAs, commuter savings)
  • Human Interest: 401(k) provider
  • Flexible time off, sick leave, family and medical leave, major national holidays
  • A curated in-office employee experience

Worth weighing

  • No specific mention of remote work options
  • The role involves managing a growing team, which may require adaptability to rapid changes
  • The expected OTE pay range is broad, indicating variability based on experience and qualifications

Summarised from WithCoverage's posting. Read the full original.

Listed by WithCoverage on their greenhouse job board, last confirmed open on 2026-10-22. PitchMeAI is not the employer.

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