• Location: Remote, CA
  • Type: Questpro - Contingent
  • Job #21421

Job Title: 
Head of Underwriting

Role & Responsibilities

  • Develop initial products, appetite & advanced underwriting framework for launch
  • Stand up early broker distribution playbook
  • Establish capacity and reinsurance architecture (w/ help from the executive team and a reinsurance broker)
  • Make strategic underwriting hires and build underwriting team

Ideal Background

  • 7–10+ years in Property Underwriting within the HOA / Condo / Habitational / Community Association segments
  • Strong relationships with West Coast retail and wholesale brokers (especially in CA, AZ, NV, OR, WA)
  • Entrepreneurial mindset – thrives in start-up or “whiteboard” environments
  • Familiarity or appreciation of Insurtech platforms, real-time data, and tech-enabled risk assessment
  • Excellent communication and leadership skills; capable of building a team over time
  • Comfortable with risk/reward and motivated by equity participation and long-term upside
  • (Nice to have) Proven ability to design product, rate plans and underwriting guidelines
  • (Nice to have) Experience securing carrier capacity, reinsurance or delegated authority agreements

Personality & DNA

  • Builder. Connector.
  • Energized by autonomy and ownership.
  • Knows the market and has the relationships to bring early traction.
  • Sees how technology and underwriting can combine to disrupt a niche.
  • Passionate about expanding access to affordable insurance in catastrophe-prone states.
  • Operates with a data-first mindset in decision-making
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Barrie Meisner

Senior Recruiter - Direct Hire

With a career in recruiting dating back to 2019, I have specialized in the insurance industry since 2022, partnering with professionals and reputable organizations to connect talent with the right opportunities. My experience spans multiple areas of the insurance market, including Wholesale (E&S), Retail, Carrier, Programs, and Life & Health.

I take pride in building strong relationships, understanding the unique needs of each client and candidate, and creating meaningful connections that contribute to long-term success. I bring a relationship-driven approach to recruiting, with a focus on communication, industry knowledge, and delivering a positive experience throughout the hiring process.

I’m excited to begin this next chapter with Questpro and look forward to continuing to build relationships and make an impact across the insurance industry.

cwolf@questpro.com
972-502-1305