• Location: FL
  • Type: Questpro - Contingent
  • Job #21448

Job Title: Director of Technology – Life & Health / Annuity 

Location:

100% Remote (Hybrid considered for Birmingham, AL or Orlando, FL)

Position Overview

We are seeking a Director of Technology with deep experience in the Life, Health, and Annuity (L&H / Annuity) space to lead and inspire a team of talented developers. This is a high-impact role with the opportunity to grow into C-Suite leadership, shaping technology strategy across multiple SaaS products that transform insurance operations.

The ideal candidate brings domain expertise, a passion for innovation, and a track record of driving results in Life & Health / Annuity environments, whether at a carrier or as a vendor partner.


Key Responsibilities

Strategic & Technical Leadership

  • Define and execute technology strategies to support L&H / Annuity products that streamline complex insurance operations.

  • Lead, mentor, and manage a team of developers, fostering innovation, accountability, and excellence.

  • Collaborate closely with product, actuarial, and operations teams to deliver high-quality, scalable solutions.

Team Development & Culture

  • Build a strong, motivated, and high-performing development team.

  • Establish clear goals, professional growth plans, and a culture of continuous improvement and collaboration.

Product & Delivery Oversight

  • Guide development lifecycles, ensuring timely, secure, and reliable delivery of software solutions.

  • Champion best practices in software development, architecture, and DevOps tailored for the insurance industry.

Industry Expertise

  • Apply deep understanding of Life, Health, and Annuity insurance operations, regulatory requirements, and market trends.

  • Leverage prior experience at L&H / Annuity carriers or vendor partners to inform technology and process decisions.

Innovation & Impact

  • Drive modernization and adoption of new technologies to enhance operational efficiency.

  • Translate complex challenges into simple, scalable solutions that positively impact insurers and their clients.


Qualifications

  • Proven experience as a Director of Technology, Head of Engineering, or equivalent managing software developers.

  • Significant domain knowledge in Life, Health, and Annuity insurance, with prior carrier or vendor partner experience strongly preferred.

  • Track record of successfully delivering software in regulated insurance environments.

  • Strong leadership, communication, and stakeholder management skills.

  • Familiarity with SaaS platforms, cloud technologies, APIs, and modern software development practices.


Why This Opportunity is Exciting

  • Be part of a company that has transformed insurance operations for over four decades.

  • Join a team passionate about simplifying the complex world of insurance.

  • Lead technology for multiple SaaS products that span Life, Health, Annuity, and P&C operations.

  • 100% remote work with flexibility for hybrid in preferred cities.

  • Career growth potential into C-Suite leadership, shaping the future of technology across the organization.


Exclusive Third-Party Recruiter Contact

This search is conducted exclusively by Questpro:
? jpomelow@questpro.com

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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