Director, Head of Project Execution, Digital Technologies

About the role:

The Digital Technologies team is responsible for the technology that powers PURE’s member, broker, and mobile experiences. We are at an exciting point in our digital journey: with the modernization of our core digital platforms, we have an opportunity to build on that foundation and continue elevating the digital experiences we provide to our members and brokers, with the ambition to set a higher bar for digital experiences in insurance.

As the Head of Project Execution, you will play a key leadership role in turning that opportunity into reality. You will lead execution across our digital portfolio, partner with business and technology leaders to shape priorities, and help teams bring new capabilities and experiences to market. We are looking for someone who is driven, intellectually curious, and energized by building in a fast-paced, evolving environment.

The ideal candidate combines strong delivery leadership with the technical depth to oversee development efforts, identify execution constraints, challenge assumptions, and develop credible options to move the work forward. This leader will work across internal teams, external partners, and geographically distributed resources to drive greater velocity and predictability while helping preserve a culture built on trust, collaboration, accountability, curiosity, and shared ownership.

• Lead execution across PURE’s Member, Broker, Mobile, and emerging digital experiences, from discovery and solution design through launch and success measurement.
• Partner with business and technology leaders to translate business opportunities and member and broker needs into actionable priorities and roadmaps.
• Bring an outside-in perspective, staying connected to insurance technology, digital experience trends, and emerging capabilities to identify opportunities to evolve our experiences and how we deliver them.
• Create momentum around new ideas while balancing innovation with business value, technical feasibility, and team capacity.

• Translate strategic priorities into clear delivery plans, driving execution while proactively managing scope, capacity, dependencies, risks, and tradeoffs.
• Work directly with engineering teams to identify constraints and develop practical alternatives—across scope, sequencing, technical approach, staffing, and partner capacity—to keep work moving and improve velocity.
• Coordinate across Product, Engineering, QA, Architecture, Data, Salesforce, Security, Infrastructure, and other IT partners to drive outcomes and resolve issues.
• Lead execution across a mix of internal teams, external vendors, and partners, and resources working across multiple time zones.
• Provide leadership with clear visibility into portfolio health, priorities, risks, decisions, and options.
• Continuously improve how the team delivers, adding structure where it creates value without introducing unnecessary process.

• Bring sufficient technical depth to oversee software development efforts, engage credibly with developers and architects, and understand the implications of technical decisions.
• Serve as a strong partner to Engineering and Solution Architecture, asking informed questions, constructively challenging assumptions, and helping teams identify practical paths forward when delivery is constrained.
• Apply a strong understanding of the software development lifecycle, cloud architecture, APIs, and integrations, and modern application development to identify gaps, dependencies, and risks early.
• Operate effectively across a diverse technology environment that includes AWS and Azure, Git Hub, and CI/CD,…