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Head of Insurance
Head of InsuranceThe Quest Organization • Brooklyn, NY, US
Head of Insurance

Head of Insurance

The Quest Organization • Brooklyn, NY, US
[job_card.variable_days_ago]
[job_preview.job_type]
  • [job_card.full_time]
[job_card.job_description]

Real Estate Owner, Operator, and Developer is seeking an experienced Property & Casualty insurance professional to build and lead an internal insurance division. This individual will be responsible for developing the company's P&C insurance strategy, securing proper licensing and carrier / broker relationships, designing programs to support our real estate portfolio, and ultimately building a team and scalable operating model. This is a rare ground-up build opportunity for a self-starter with both technical expertise and entrepreneurial drive.

Responsibilities :

Strategy & Division Buildout

  • Develop and execute the strategy for launching an in-house P&C insurance division supporting a sizable real estate portfolio.
  • Determine optimal structure (captive, brokerage, MGA, or hybrid), licensing needs, and long-term operating model.
  • Build processes, policies, compliance framework, and technology infrastructure for insurance operations.

Insurance Operations

  • Lead policy placement, risk assessments, renewals, and claims management for all property and casualty lines.
  • Establish and manage carrier, broker, TPA, and vendor relationships.
  • Analyze risk exposure across the portfolio and implement risk mitigation programs.

    • Financial & Business Performance

  • Build business plan and financial model for the division, including projected premium volume, revenue, loss ratios, and ROI.
  • Create reporting dashboards on insurance performance and present recommendations to leadership.
  • Evaluate feasibility of forming a captive or self-insurance solutions.

    • Team Leadership

  • Hire and develop insurance and risk management staff as division grows.
  • Provide training to internal stakeholders on insurance programs, coverage, and compliance.

    • Qualifications

  • 8+ years of experience in Property & Casualty insurance; background with real estate, construction, or habitational risk strongly preferred.
  • P&C Licensed; additional insurance designations a plus (CPCU, ARM, AINS, CIC).
  • Experience launching or scaling an insurance program, brokerage division, MGA, captive, or similar entrepreneurial initiative.
  • Strong understanding of commercial property, liability, and umbrella coverages.
  • Proven ability to build process, structure, and strategy in a start-up or build-out environment.
  • Strong relationship management, negotiation, and leadership skills
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