[Hiring] Director of Engineering, Eligibility & Revenue Systems @Omada Health

Role Description

Omada Health is on a mission to bend the curve of chronic disease.

The Eligibility & Revenue Systems are the enterprise backbone that makes the employer and health plan business work: they ingest files, determine eligibility, power billing, and integrate incentives so customers can get members into care without friction.

An experienced Director of Engineering is needed to lead multiple teams responsible for the Eligibility & Revenue Systems. This is a senior leadership role for someone who understands that commercial and operations are the reason Omada works; the technology serves their commitments.

You will lead multiple engineering teams (and their managers) across the Eligibility & Revenue Systems, all serving the same set of users: internal operators and Commercial stakeholders.

• Own the technical and execution strategy for the Eligibility & Revenue Systems: file ingestion, eligibility, billing, incentives, and the shared components that connect them.
• Partner closely with Commercial, Implementation, Finance, and other EPD leaders.
• Define B2B Core OKRs and success metrics, and lead the teams to deliver against quarterly commitments.
• Ensure the platform scales each year: capacity, performance, and operability all improve as volumes and complexity grow.
• Raise the bar on architecture and shared components between B2B Core and other systems.
• Hire and develop managers, plus Staff engineers and future leaders.
• Set a high bar for craft, performance, reliability, data integrity, and auditability.
• Build the relationship with Commercial for pipeline visibility and contract requirements.
• Work with Platform and other EPD domains on shared services.
• Ensure the Eligibility & Revenue Systems meet SOX and other relevant compliance requirements.
• Apply AI in the day job as a hard requirement.

Qualifications

• Understand enterprise platforms that sit between Sales, implementation, and operations.
• Are comfortable holding multiple team shapes at once: complicated subsystem, platform, and stream-aligned.
• Excel at influence and tight partnership with Product, Commercial, Implementation, Finance, and Platform.
• Believe that great engineering reduces operational load, on-call fatigue, and customer escalations.
• Are comfortable in regulated, trust-heavy environments.
• Turn ambiguous, multi-stakeholder goals into clear priorities and execution plans for teams.
• Have applied AI in the day job and can bring that same bar here.

Requirements

• 10+ years of experience in engineering leadership, including 3+ years managing managers.
• Experience leading multiple engineering teams in a trust-heavy, operator-facing domain.
• Proven ability to define success metrics and hold teams accountable to outcomes.
• Proven ability to lead quarterly planning and OKRs across multiple teams.
• Experience hiring, developing, and retaining high-performing engineering leaders.
• Strong technical judgment in distributed systems, data pipelines, and integration architectures.
• Accountable for a healthy 24/7 on-call and reliability culture.
• Comfortable working with non-engineering operators.
• Experience leading business-critical platforms in regulated or audited environments.
• Shipped AI- or automation-enabled improvements to user or operator workflows.
• Track record of predictable delivery.
• Background building tools for implementation, eligibility, billing, incentives, etc.
• Experience integrating with Commercial and Finance as partners.
• Experience leading platform modernization or re-architecture.
• Familiarity with Team Topologies vocabulary.
• Hands-on technical background that helps with diving deep when needed.

Benefits

• Competitive salary with generous annual cash bonus
• Equity grants
• Employee stock purchasing plan (ESPP)
• 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!