Director, Software Engineering- Digital

Job Description

Job Description

RxBenefits is seeking a Director of Software Engineering – Digital to lead the development and evolution of our digital platforms, delivering seamless, scalable, and engaging experiences for over 3 million members and 3,000 clients. This role is critical to advancing our digital transformation strategy and will oversee engineering teams responsible for the Member, Admin, and Agent Portals.

We’re looking for a strategic, hands-on technology leader with a strong background in software engineering, digital platforms, and cross-functional collaboration. The ideal candidate will bring a track record of delivering high-impact solutions at scale, leading distributed teams, and fostering a culture of excellence and innovation.

Essential Job Responsibilities Include:

The Director of Software Engineering – Digital is a key leadership role in RxBenefits’ journey to become a digital-first organization. This leader will:

• Drive the modernization of our digital ecosystem
• Enable seamless digital experiences for members, partners, and internal users
• Partner across the business to accelerate product delivery, reduce technical debt, and enhance digital agility
• Lay the foundation for scalable, intelligent, and secure digital platforms
• Lead and manage multiple Agile engineering teams responsible for digital platforms (Member, Admin, Agent)
• Define and drive the digital technology roadmap in close partnership with Product, Operations, and other stakeholders
• Ensure platforms are scalable, secure, user-friendly, and aligned with modern UI/UX standards
• Provide technical and architectural oversight, guiding engineering best practices and platform modernization
• Champion cross-functional collaboration to deliver high-value features that improve member and client experiences
• Establish and monitor key engineering KPIs (e.g., uptime, release velocity, code quality, adoption metrics)
• Hire, mentor, and develop a high-performing, inclusive team including offshore resources in GCC
• Foster a culture of engineering excellence, accountability, and continuous improvement
• Drive AI and automation initiatives to improve digital engagement and operational efficiency
• Ensure compliance with privacy, security, and accessibility standards

Required Skills / Experience:

• Bachelor’s or Master’s degree in Computer Science, Information Technology, or a related field
• 10+ years of progressive experience in software engineering, including 5+ years in engineering leadership roles
• Proven success leading large-scale web application development and digital product delivery across US and offshore (GCC) teams
• Strong understanding of cloud-native architecture (preferably AWS), microservices, and DevOps practices
• Hands-on experience with modern front-end technologies (e.g., React, Angular) and API-first development
• Experience driving quality automation and strategy across complex, distributed systems using testing tools such as Cypress (preferred), Playwright, Selenium, or equivalent.
• Demonstrated ability to lead digital transformation efforts in a fast-paced environment
• Excellent communication, organizational, and stakeholder engagement skills

Preferred Skills / Experience:

• Experience working in healthcare, pharmacy benefits, or other related industries is a plus
• Exposure to AI tools and strategies for digital personalization and optimization is preferred