Director of Engineering, Member Experience – Core User Experience; B2C

Overview

Omada Health is on a mission to inspire and engage people in lifelong health, one step at a time. We build digital programs that help members change real-world behaviors and we do it at scale, in the real constraints of healthcare.

We’re looking for an experienced Director of Engineering to lead the teams responsible for Omada’s Core User

Experience:

the front door and day-to-day surfaces that define trust, momentum, and long-term engagement. This group owns onboarding and experience foundations, home/navigation and discovery, and the support + connection experiences that make the product feel human, resilient, and easy to use.

This is a senior leadership role for someone who cares deeply about how products feel and how they’re built. You’ll own the technical strategy and execution for the moments that most directly drive trust, engagement, and retention. You’ll do this through deep partnership with Product and Design, using clear OKRs, strong instrumentation, and disciplined planning to deliver consistently against commitments.

You’ll lead multiple product engineering teams embedded in cross-functional Product and Design squads, owning the end-to-end member experience and the operating system (OKRs, planning, metrics) that keeps delivery predictable:

• Onboarding and experience foundations: first-run flows, setup, and the baseline UX patterns that everything else builds on
• Core engagement surfaces: home, navigation, discovery, and progression, helping members know what to do next and why it matters
• Support and connection: member-facing support flows, messaging, and the care-team tools that enable timely, human intervention
• AI-assisted experiences and workflows: partner with Product, Design, and Applied AI, to apply AI thoughtfully to improve speed, quality, and support effectiveness, while keeping care human-led and trust-first
• Journey reliability: resilient, observable experiences; cross-cutting investments in performance, reliability, and development productivity, in partnership with Platform Engineering

Your mandate is simple and hard: build experiences members want to come back to, while holding a high bar for quality and operational excellence.

• Own the technical and execution strategy for Omada’s core member experience, from first interaction to long-term engagement
• Partner closely with Product, Design and our Applied AI team, to translate behavioral science and product vision into scalable, maintainable systems
• Define Core UX OKRs and success metrics, and lead teams to deliver against quarterly commitments with transparency and predictable execution
• Set a high bar for craft, performance, and reliability in mobile and web experiences, especially in moments that matter (onboarding, navigation, messaging, support)
• Balance new product development with long-term system health, resilience, developer productivity, and product development velocity
• Build systems and experiences that proactively reduce member confusion and operational burden. Support should never be an afterthought
• Grow and mentor Engineering Managers, Staff+ engineers, and future leaders, creating clear paths for impact and progression
• Establish and review metrics for engagement/retention, support burden, crash-free/performance, and delivery predictability, using data to steer priorities and prove OKR movement
• Work with our Platform organization on infrastructure and shared services, while owning reliability outcomes and operational excellence for the member experience domain.

Required

• 12+ years of experience in engineering leadership, including 5+ years managing managers
• Experience leading multiple product teams delivering best-in-class web and mobile experiences at scale, with a high bar for craft, performance, and reliability
• Strong product instincts paired with a pragmatic, data-driven approach to decision-making
• Proven ability to define success metrics and hold teams accountable to outcomes, not just output, in an Agile environment
• Proven ability to lead quarterly planning/OKRs across multiple teams, including capacity planning, organizational design, dependency management,…