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

You're a seasoned engineering leader with at least 12 years of experience, including 5 years managing managers, looking to shape the core user experience for a

Work type: remote

Location: Remote, USA

Salary: $225,400 – $281,800/yr

Type: Full-time

Summary

You're a seasoned engineering leader with at least 12 years of experience, including 5 years managing managers, looking to shape the core user experience for a mission-driven health tech company. **What makes it worth a look...** This fully remote Director of Engineering role at Omada Health offers a salary of USD 225,400 - 281,800/year, focusing on the critical member experience that drives trust and engagement. **You might be a good fit if you...** * Have led multiple product teams building best-in-class web and mobile experiences at scale. * Possess strong product instincts and a pragmatic, data-driven approach to decision-making. * Are comfortable leading teams working with technologies including Ruby/Rails, Python, React, Swift, Kotlin, and AWS. * Have experience establishing and reviewing metrics for engagement, reliability, and delivery predictability.

Job Description

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.

### How you’ll make an impact:

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.

### This role is for you if you:

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

### What we’re looking for:

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

Bonus

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

### Our technology stack:

Our stack includes Ruby/Rails, Python/Flask/FastAPI, React, iOS (SwiftUI), Android (Kotlin), Postgres, Docker, AWS technologies, Gitlab, Datadog, PagerDuty, and more. You don’t need to know everything, but you should be comfortable leading teams that do.

### Why this role matters:

The experiences this group owns are the front door to Omada. They define trust, momentum, and long-term engagement, while also shaping operational load and support burden. Great execution here compounds across outcomes, member satisfaction, and efficiency across the business.

Benefits:

Competitive salary with generous annual cash bonus

Equity grants

Remote first work from home culture

Flexible Time Off to help you rest, recharge, and connect with loved ones

Generous parental leave

Health, dental, and vision insurance (and above market employer contributions)

401k retirement savings plan

Lifestyle Spending Account (LSA)

Mental Health Support Solutions

...and more!

It takes a village to change health care. As we build together toward our mission, we strive to embody the following values in our day-to-day work. We hope these hold meaning for you as well as you consider Omada!

Cultivate Trust. We listen closely and we operate with kindness. We provide respectful and candid feedback to each other.

Seek Context.We ask to understand and we build connections. We do our research up front to move faster down the road.

Act Boldly. We innovate daily to solve problems, improve processes, and find new opportunities for our members and customers.

Deliver Results.We reward impact above output. We set a high bar, we’re not afraid to fail, and we take pride in our work.

Succeed Together.We prioritize Omada’s progress above team or individual. We have fun as we get stuff done, and we celebrate together.

Remember Why We’re Here. We push through the challenges of changing health care because we know the destination is worth it.

About Omada Health: [Omada Health](http://omadahealth.com/) is a between-visit healthcare provider that addresses lifestyle and behavior change elements for individuals managing chronic conditions. Omada’s multi-condition platform treats diabetes, hypertension, prediabetes, musculoskeletal, and GLP-1 management. With insights from connected devices and AI-supported tools, Omada care teams deliver care that is rooted in evidence and unique to every member, unlocking results at scale. With more than a decade of experience and data, and 29 peer-reviewed publications showcasing clinical and economic proof points, Omada’s approach is designed to improve health outcomes and contain costs. Our customers include health plans, pharmacy benefit managers, health systems, and employers ranging from small businesses to Fortune 500s. At Omada, we aim to inspire and empower people to make lasting health changes on their own terms. For more information, visit: [https://www.omadahealth.com/](https://www.omadahealth.com/)

Omada is thrilled to share that we’ve been certified as a Great Place to Work! Please [click here](https://www.greatplacetowork.com/certified-company/7022924) for more information.

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