Director of Engineering, Eligibility & Revenue Systems

Omada Health
•$198,400 - $285,200•Remote

About The Position

Omada Health is hiring an experienced Director of Engineering to lead multiple teams and managers responsible for its Eligibility & Revenue Systems. These systems support the employer and health plan business through file ingestion and partner integrations, eligibility, billing, claims and invoicing, incentives, and shared components. They serve internal operators and Commercial stakeholders and are central to predictable implementation, reliable operations, and customer trust. The director owns technical strategy and execution for the platform, setting clear OKRs, success metrics, instrumentation, and disciplined planning. The role partners closely with Commercial, Implementation, Finance, Product, Platform, Security, and other EPD leaders to align the systems with sales pipeline needs, contracts, operational constraints, and shared services. The director is accountable for reliability, scale, performance, data integrity, contract fidelity, operational excellence, and SOX-aware auditability, while ensuring financial flows are traceable and changes are auditable. This leader will develop engineering managers, Staff engineers, and future leaders; guide platform modernization and architecture; and build predictable quarterly delivery across multiple teams. They will also ensure AI and automation are applied to improve engineering leverage, operational decision-making, workflow quality, and team effectiveness with appropriate trust and control. The role is remote-first and includes a geographic-zone-based base salary range.

Requirements

  • 10 or more years of experience in engineering leadership, including at least 3 years managing managers.
  • Experience leading multiple engineering teams in a trust-heavy, operator-facing domain with high standards for reliability and operator/customer trust.
  • Ability to define success metrics and hold teams accountable for outcomes in an Agile environment.
  • Experience leading quarterly planning and 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, including establishing new teams or reshaping existing ones.
  • Strong technical judgment in distributed systems, data pipelines, and integration architectures.
  • Accountability for a healthy 24/7 on-call and reliability culture, including reducing toil, improving incident response, and strengthening learning loops.
  • Ability to work with non-engineering operators and earn their trust regarding tooling and platform changes that affect their daily work.
  • Experience leading business-critical platforms in regulated or audited environments such as SOX, SOC-2, PCI, or similar, and ability to own SOX responsibilities in partnership with Finance, Security, and Audit.
  • Experience shipping AI- or automation-enabled improvements to user or operator workflows and leading teams to use AI effectively.
  • Track record of predictable delivery, turning ambiguity into plans, managing dependencies, and meeting commitments without sacrificing quality.
  • Experience integrating with Commercial and Finance as partners, including clear ownership boundaries for requirements, SLAs, and data contracts.
  • Familiarity with Team Topologies vocabulary, including stream-aligned, platform, enabling, and complicated subsystem teams, and how to apply it.
  • Hands-on technical background that supports diving deep when needed.

Nice To Haves

  • Background building tools for implementation, eligibility, billing, incentives, benefits, prior authorization, PBM integrations, or other operator-facing enterprise workflows.
  • Experience leading platform modernization or re-architecture in a complex legacy-plus-new environment.

Responsibilities

  • Own technical and execution strategy for Eligibility & Revenue Systems, including file ingestion, eligibility, billing, incentives, and shared components.
  • Lead multiple engineering teams and their managers serving internal operators and Commercial stakeholders.
  • Partner with Commercial, Implementation, Finance, Product, Platform, Security, and other EPD leaders to align platform priorities with pipeline, deals, contracts, and operational needs.
  • Define B2B Core OKRs and success metrics, and deliver quarterly commitments transparently and predictably.
  • Improve platform capacity, performance, scalability, and operability as volumes and complexity grow.
  • Raise architecture standards and improve shared components and interfaces across B2B Core and other systems.
  • Hire and develop managers, Staff engineers, and future engineering leaders.
  • Set and uphold standards for engineering craft, reliability, data integrity, performance, and auditability.
  • Establish pipeline visibility and contract requirements as early inputs to engineering planning, and partner with Product on roadmaps and commercial opportunities.
  • Work with Platform and other EPD domains on shared services while owning reliability and operational excellence for B2B Core-facing systems.
  • Ensure systems meet SOX and other relevant compliance requirements, with clear controls, auditable changes, and end-to-end traceable financial flows, in partnership with Finance and Security.
  • Apply AI and automation to improve engineering leverage, operational decision-making, workflows, and team effectiveness while maintaining trust and control.
  • Lead quarterly planning, capacity planning, organizational design, dependency management, and data-driven course correction across teams.
  • Maintain a healthy 24/7 on-call and reliability culture by reducing toil, improving incident response, and strengthening learning loops.
  • Lead platform modernization or re-architecture in a complex legacy-and-new-systems environment.

Benefits

  • Competitive salary with generous annual cash bonus.
  • Equity grants.
  • Employee stock purchasing plan (ESPP).
  • Remote-first work-from-home culture.
  • Flexible Time Off.
  • Generous parental leave.
  • Health, dental, and vision insurance with above-market employer contributions.
  • 401(k) retirement savings plan.
  • Lifestyle Spending Account (LSA).
  • Mental Health Support Solutions.
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