About Us:
We’re a fast-growing, privately held insurance company on a path to becoming a leading U.S. retail platform. We believe every client and customer relationship holds the potential to become something great, and the same is true for our people. As we grow, we’re modernizing our product and service technology platforms to improve scalability, resilience, and customer experience across life and annuities.

If leading large-scale platform transformation, modernizing core servicing systems, and delivering seamless omnichannel experiences in a regulated environment excites you, this role offers the opportunity to drive meaningful enterprise impact.

About the Role:
The Head of Product & Services Technology is a senior technology leader responsible for driving Prosperity’s product platform strategy, service technology modernization, and operational system transformation across the Retail, Life, and Annuities businesses. This role owns technology leadership for product platforms, the EXL strategic relationship, LC1–LC3 environments, and the enterprise OIPA conversion program.

In addition, this leader oversees Agent and Client digital portals and defines the enterprise Service Technology and Omnichannel strategy. Partnering closely with Product, Operations, Distribution, Data, Compliance, and the broader technology leadership team, this role ensures product and service technology capabilities enable growth, efficiency, and regulatory excellence.

What You’ll Do:

Product Platform & Services Technology Leadership

Provide overall leadership for Product & Services Technology, including product platforms, servicing systems, and digital experiences
Define and execute the enterprise Product and Service Technology strategy aligned with business priorities and customer needs
Ensure technology solutions support product development, policy administration, and end-to-end servicing across life and annuities

Core Platform Modernization & OIPA Conversion

Lead the enterprise OIPA conversion program, ensuring alignment with business objectives, timelines, and architectural standards
Drive modernization of legacy product and service platforms to improve scalability, resilience, and maintainability
Partner with Enterprise Architecture & Data leadership to ensure modernization aligns with enterprise standards

Vendor & Partner Management (EXL)

Own and manage the EXL strategic relationship, ensuring delivery excellence, cost effectiveness, and accountability
Oversee outsourced delivery models and vendor performance across product and service technology initiatives
Ensure vendor solutions integrate effectively within Prosperity’s broader technology ecosystem

Release, Environment & Operational Readiness

Provide oversight of LC1, LC2, and LC3 environments, ensuring disciplined release management and deployment governance
Partner with delivery and operations teams to ensure environment stability, production readiness, and operational resilience
Establish best practices for release coordination across product and service platforms

Digital Portals & Omnichannel Experience

Oversee Agent and Client digital portals, delivering a modern, intuitive, and consistent user experience
Define and execute the enterprise Service Technology and Omnichannel strategy across digital and assisted service channels
Ensure digital experiences integrate seamlessly with backend product and servicing platforms

Strategic Partnership & Leadership

Partner with Product, Operations, Distribution, Data, and Compliance leaders to ensure technology solutions meet business and regulatory needs
Communicate technology roadmaps, risks, and progress to executive leadership
Build, develop, and mentor high-performing technology leaders across product and service domains
Support enterprise transformation initiatives, including cloud migrations and system integrations

What You’ll Bring:

Bachelor’s degree in Computer Science, Engineering, Information Systems, or a related field
8+ years of experience leading product, service, or platform technology within life insurance and annuities
Demonstrated success managing large-scale transformation initiatives, including policy administration and servicing platforms
Proven experience managing strategic vendor partnerships and outsourced delivery models
Strong understanding of life insurance and annuity products, retail distribution, and policy servicing operations
Experience with modern digital platforms, API integrations, and enterprise technology ecosystems
Exceptional leadership, communication, and stakeholder management skills
Strong strategic planning and execution capabilities in complex, regulated environments
Ability to lead remotely and travel for business as needed

Technical Skills

Policy administration systems and servicing platforms
Product and service technology architectures
API-driven integrations across product, service, and distribution platforms
Digital portal technologies and omnichannel service solutions
Release management, environment governance, and operational readiness
Cloud platforms and modern enterprise technology ecosystems

Core Competencies

Enterprise and strategic thinking
Product and service technology leadership
Vendor and partner management
Omnichannel and digital experience delivery
Cross-functional collaboration
Talent development and coaching
Accountability and execution excellence

What We Offer:

A collaborative, inclusive environment that values authenticity, accountability, and partnership
The opportunity to join the company at an exciting stage of growth, where colleagues are empowered to build what’s next
A compensation package with a base range of $250,000 to $275,000 annually
A competitive benefits package including comprehensive medical, dental, and vision coverage; an HSA and 401(k) company match; paid time off; and employer-paid life and disability insurance
Remote/hybrid work arrangement

At Prosperity, we are committed to equal employment opportunity and encourage people from all backgrounds to apply. We make hiring decisions based on merit and do not discriminate on the basis of race, religion, color, national origin, gender identity, sexual orientation, age, disability, or any other protected status.

We strive for a meaningful interview experience for all candidates. If you need an adjustment or accommodation due to a disability or medical condition during the hiring process, please let your recruiter know.