Director of Engineering, Member Experience – Core User Experience (B2C)

Omada Health

14h•$215,600 - $281,800•Remote

About The Position

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. What you’ll lead: 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.

Requirements

Have strong product taste, and exceptional technical judgment, and know when simplicity beats novelty
Have led multiple engineering teams building consumer-facing products at scale, ideally in high-engagement or DTC environments
Care deeply about end-to-end user experience, including edge cases, failure modes, and support flows
Excel at influence and tight partnership with Product, Design, and Applied AI, shaping strategy, sequencing, and tradeoffs. Align teams to a single narrative from discovery through delivery
Have a track record of predictable delivery: turning ambiguity into clear plans, managing dependencies, and hitting commitments without sacrificing quality
Believe that great engineering reduces operational load, pager fatigue, and member frustration simultaneously
Are comfortable operating in highly regulated environments and understand that privacy, security, and trust are product features from day 0
Can turn ambiguous, high-level goals into clear priorities and execution plans for teams
Believe in Agile principles and be the agent of change when and where 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, and data-driven course correction
Experience hiring, developing, and retaining high-performing engineering leaders
Deep understanding of mobile (iOS/Android) and web development tradeoffs
Accountable for a healthy 24/7 on-call and reliability culture: reducing toil, improving incident response, and strengthening learning loops

Nice To Haves

Background in high-engagement consumer apps (e.g., DTC, marketplaces, social, wellness)
Experience in healthcare, fintech, or other regulated domains
Experience driving large-scale re-architecture or modernization efforts
Familiarity with service-oriented architectures and event-driven systems
Hands-on technical background that helps you dive deep when needed

Responsibilities

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.