Director of Engineering, Eligibility & Revenue Systems - Omada Health

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

Job Overview

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. Together they cover Omada's part of the employer and health plan revenue cycle: file ingestion and partner integrations, eligibility, and claims and invoicing.

The Role

An experienced Director of Engineering is needed to lead multiple teams responsible for the Eligibility & Revenue Systems. These are the systems that let Sales sell what can actually be delivered, make implementation predictable, and keep customers trusting Omada's operational backbone.

This is a senior leadership role for someone who understands that commercial and operations are the reason Omada works; the technology serves their commitments. The role owns the technical strategy and execution for the Eligibility & Revenue Systems, with clear OKRs, strong instrumentation, and disciplined planning to deliver consistently against reliability, scale, compliance, and partnership outcomes.

What You'll Lead

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.

The mandate is simple and hard: build and evolve the platform Commercial and operations partners trust, keep using, and can scale on year after year. Reliability, data integrity, contract fidelity, and SOX-aware auditability are not negotiable.

How You'll Make an Impact

• 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 to keep the platform aligned with the sales pipeline, upcoming deals, and operational constraints.
• Define B2B Core OKRs and success metrics, and lead the teams to deliver against quarterly commitments with transparency and predictable execution.
• 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, reducing duplication and tightening interfaces.
• 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 so pipeline visibility and contract requirements show up as early inputs. Partner with Product on roadmap and assessing commercial opportunities.
• Work with Platform and other EPD domains on shared services while owning reliability outcomes for B2B Core-facing systems.
• Ensure Eligibility & Revenue Systems meet SOX and other relevant compliance requirements: clear controls, auditable changes, and traceable financial flows in partnership with Finance and Security.
• Apply AI and automation to improve engineering leverage, operational decision-making, workflow quality, and team effectiveness.

Requirements

• Experience: 10+ years of engineering leadership experience, including 3+ years managing engineering managers.
• Leadership: Proven ability to lead multiple engineering teams in trust-heavy, operator-facing domains with high standards for reliability.
• Execution: Demonstrated track record of defining OKRs, metrics, and managing quarterly planning, capacity, and organizational design in Agile environments.
• Team Building: Strong experience hiring, developing, and retaining high-performing leaders, including standing up or reshaping teams.
• Technical Depth: Solid judgment in distributed systems, data pipelines, and integration architectures with a hands-on technical background.
• Operational Excellence: Accountable for healthy 24/7 on-call cultures, toil reduction, and incident response improvement.
• Compliance & Controls: Experience leading critical platforms in audited environments (SOX, SOC-2, PCI) and partnering with Finance, Security, and Audit.
• Domain Expertise: Background building tools for implementation, eligibility, billing, incentives, benefits, prior authorization, or PBM integrations.
• AI Integration: Experience introducing AI or automation to improve user/operator workflows and team engineering leverage.
• Modernization: Track record of leading platform modernization or re-architecture in legacy-plus-new environments.
• Frameworks: Familiarity with Team Topologies vocabulary (stream-aligned, platform, enabling, complicated subsystem).

Compensation & Benefits

• Base Salary: $198,400 - $285,200 (depending on geographic zone)
• Generous annual cash bonus
• Equity grants & Employee Stock Purchase Plan (ESPP)
• Remote-first work culture
• Flexible Time Off (FTO) & generous parental leave
• Health, dental, and vision insurance with high employer contributions
• 401(k) retirement savings plan
• Lifestyle Spending Account (LSA) & Mental Health Support Solutions