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Director of Engineering, Eligibility & Revenue Systems
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 lets 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. Commercial and customers notice the small things; getting the small things right is how trust is earned and kept.

• Build the relationship with Commercial so pipeline visibility and contract requirements show up as early inputs, not late surprises. Partner with Product on roadmap and assessing commercial opportunities.

• Work with Platform and other EPD domains on shared services, while owning reliability outcomes and operational excellence for everything B2B Core-facing.

• Ensure the Eligibility & Revenue Systems meet SOX and other relevant compliance requirements: controls are clear, changes are auditable, and financial flows are traceable end-to-end, in tight partnership with Finance and Security.

• Apply AI in the day job as a hard requirement: use AI and automation to improve engineering leverage, operational decision-making, workflow quality, and team effectiveness, while holding a high bar for trust and control.

This role is for you if you:

• Understand enterprise platforms that sit between Sales, implementation, and operations, and treat reliability and data integrity as product features.

• 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. Teams align to a single narrative from pipeline insight through shipped change.

• Believe that great engineering reduces operational load, on-call fatigue, and customer escalations at the same time.

• Are comfortable in regulated, trust-heavy environments and treat privacy, security, SOX constraints, and contract fidelity as guardrails you design within from day 0.

• 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: practical automation, better workflows, measured outcomes, and clear guardrails.

Required:

• 10+ years of experience in engineering leadership, including 3+ years managing managers.

• Experience leading multiple engineering teams in a trust-heavy, operator-facing domain, with a high bar for reliability and operator/customer trust.

• 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 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 standing up new teams or reshaping existing ones.

• Strong technical judgment in distributed systems, data pipelines, and integration architectures.

• Accountable for a healthy 24/7 on-call and reliability culture: reducing toil, improving incident response, and strengthening learning loops.

• Comfortable working with non-engineering operators and earning their trust on tooling and platform changes that affect their daily work.

• Experience leading business-critical platforms in regulated or audited environments (SOX, SOC-2, PCI, or similar), with the ability to own SOX responsibilities in partnership with Finance, Security, and Audit. You don't have to be a compliance specialist, but you know how to design systems and processes that pass scrutiny.

• Shipped AI- or automation-enabled improvements to user or operator workflows, and led teams to use AI to do their work better.

• Track record of predictable delivery: turning ambiguity into clear plans, managing dependencies, and hitting commitments without sacrificing quality.

• Background building tools for implementation, eligibility, billing, incentives, benefits, prior authorization, PBM integrations, or other operator-facing enterprise workflows.

• Experience integrating with Commercial and Finance as partners, including clear ownership boundaries for requirements, SLAs, and data contracts.

• Experience leading platform modernization or re-architecture in a complex, legacy-plus-new environment.

• Familiarity with Team Topologies vocabulary (stream-aligned, platform, enabling, complicated subsystem) and how to apply it.

• 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!

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 (Nasdaq: OMDA) is reverse engineering the way healthcare is delivered in America, putting the space between doctor visits–where health is won or lost–at the center of care. Today's healthcare system poorly serves chronic conditions that require ongoing support outside of the exam room, like obesity, diabetes, hypertension, cholesterol, and musculoskeletal conditions. Omada’s virtual-first model combines human-led care teams, connected devices, and AI-enabled technology to deliver personalized care at scale, including support for GLP-1 therapy. Omada has served more than two million members since launch across 2,000+ employers, health plans, pharmacy benefit managers, and health systems. Learn more at omadahealth.com.

Omada is thrilled to share that we’ve been certified as a Great Place to Work! Please click here for more information.

We carefully hire the best talent we can find, which means actively seeking diversity of beliefs, backgrounds, education, and ways of thinking. We strive to build an inclusive culture where differences are celebrated and leveraged to inform better design and business decisions. Omada is proud to be an equal opportunity workplace and affirmative action employer. We are committed to equal opportunity regardless of race, color, religion, sex, gender identity, national origin, ancestry, citizenship, age, physical or mental disability, legally protected medical condition, family care status, military or veteran status, marital status, domestic partner status, sexual orientation, or any other basis protected by local, state, or federal laws.

Below is a summary of salary ranges, by geographic zone, for this role*. These ranges represent a good faith estimate of the minimum and maximum base salary for the position in that zone at the time of posting. Please refer to this resource for detail on zone designations.

Zone 1: $228,160 - $285,200

Zone 2: $218,240 - $272,800

Zone 3: $198,400 - $248,000

Please note that zones may be updated as market data changes but we will honor the range applicable to your zone (which is determined by your location) as of your application date.

*The actual offer, including the compensation package, will be within the posted range for the relevant zone and will be determined based on multiple factors, such as the candidate's skills and experience, and other business considerations such as internal equity.

Please click here for more information on our Candidate Privacy Notice.

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Requirements found

Sales Compliance (must) Excel Agile (must) Marketing

What this posting asks for

Level: Manager — The title says "Director".

Main responsibilities

An experienced Director of Engineering is needed to lead multiple teams responsible for the Eligibility & Revenue Systems. These are the systems that lets Sa…
This is a senior leadership role for someone who understands that commercial and operations are the reason Omada works; the technology serves their commitmen…
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…
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. Reliabi…
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 t…
Partner closely with Commercial, Implementation, Finance, and other EPD leaders to keep the platform aligned with the sales pipeline, upcoming deals, and ope…
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.

Competencies an interviewer will look for

Technical skill Core
In the posting: “An experienced Director of Engineering is needed to lead multiple teams responsible for the Eligibility & Revenue Systems.” · “You will lead multiple engineering teams (and their managers) across the Eligibility & Revenue Systems, all serving the same set of users: internal operators…” · “Raise the bar on architecture and shared components between B2B Core and other systems, reducing duplication and tightening interfaces.”
Show it by: Names the tools, languages or systems used and how; Explains a technical choice and its trade-off.
Ownership and accountability Core
In the posting: “Own the technical and execution strategy for the Eligibility & Revenue Systems: file ingestion, eligibility, billing, incentives, and the shared components t…” · “Ensure the Eligibility & Revenue Systems meet SOX and other relevant compliance requirements: controls are clear, changes are auditable, and financial flows …” · “Proven ability to define success metrics and hold teams accountable to outcomes, not just output, in an Agile environment.”
Show it by: Takes a task from start to finish without being chased; Owns a mistake and what was changed after it.
Customer focus Core
In the posting: “The Eligibility & Revenue Systems are the enterprise backbone that makes the employer and health plan business work: they ingest files, determine eligibility…” · “These are the systems that lets Sales sell what can actually be delivered, make implementation predictable, and keep customers trusting Omada's operational b…” · “Commercial and customers notice the small things;”
Show it by: Puts the customer's need in their own words; Shows a result for the customer, not only for the company.
Planning and organisation Core
In the posting: “The Eligibility & Revenue Systems are the enterprise backbone that makes the employer and health plan business work: they ingest files, determine eligibility…” · “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 owns the technical strategy and execution for the Eligibility & Revenue Systems, with clear OKRs, strong instrumentation, and disciplined planning t…”
Show it by: Shows how priorities were set when everything was urgent; Mentions deadlines met and how.
Data and analysis Core
In the posting: “Reliability, data integrity, contract fidelity, and SOX-aware auditability are not negotiable.” · “Define B2B Core OKRs and success metrics, and lead the teams to deliver against quarterly commitments with transparency and predictable execution.” · “Set a high bar for craft, performance, reliability, data integrity, and auditability.”
Show it by: Uses a number to describe the situation or the result; Explains what the data showed and what was done with it.
Adaptability and learning Core
In the posting: “Turn ambiguous, multi-stakeholder goals into clear priorities and execution plans for teams.” · “Track record of predictable delivery: turning ambiguity into clear plans, managing dependencies, and hitting commitments without sacrificing quality.” · “Flexible Time Off to help you rest, recharge, and connect with loved ones”
Show it by: Describes learning something new quickly and using it; Shows a change of plan and how they adjusted.
Attention to detail and quality Core
In the posting: “The role owns the technical strategy and execution for the Eligibility & Revenue Systems, with clear OKRs, strong instrumentation, and disciplined planning t…” · “Ensure the Eligibility & Revenue Systems meet SOX and other relevant compliance requirements: controls are clear, changes are auditable, and financial flows …” · “Apply AI in the day job as a hard requirement: use AI and automation to improve engineering leverage, operational decision-making, workflow quality, and team…”
Show it by: Gives an example of an error caught before it caused harm; Names the check or standard they used.
Stakeholder management Core
In the posting: “You will lead multiple engineering teams (and their managers) across the Eligibility & Revenue Systems, all serving the same set of users: internal operators…” · “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.” · “Excel at influence and tight partnership with Product, Commercial, Implementation, Finance, and Platform.”
Show it by: Shows how they aligned people with different goals; Explains how they handled a 'no' from someone senior.
Leadership and mentoring Core
In the posting: “This is a senior leadership role for someone who understands that commercial and operations are the reason Omada works;” · “10+ years of experience in engineering leadership, including 3+ years managing managers.”
Show it by: Describes setting direction or a standard others followed; Names someone they coached and what changed for them.
Problem solving Supporting
In the posting: “We innovate daily to solve problems, improve processes, and find new opportunities for our members and customers.”
Show it by: Describes a real problem, the options considered and the one chosen; Shows how the cause was found, not just the fix.
Teamwork and collaboration Supporting
In the posting: “Partner with Product on roadmap and assessing commercial opportunities.”
Show it by: Says what they did inside a team, not only what 'we' did; Shows how a disagreement was handled.

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Practice questions

Tell me about yourself. Dedicated step-by-step practice.
If an interviewer asks something improper How to respond to questions about age, family, origin or health.
Built from this posting (8):
Walk me through a piece of work where you used your strongest technical skill. What exactly did you do? From this posting
Tell me about a task you took from start to finish without anyone asking you to. From this posting
Describe a time you went out of your way to solve a customer's problem. From this posting
You have three urgent tasks due today and time to finish only two. How do you decide? From this posting
How have you used compliance in your work? Walk me through one real example. From this posting
Tell me about a problem you solved using agile. From this posting
Tell me about a time you helped someone on your team get better at their work. From this posting
Tell me about a difficult problem you solved at work. How did you find the cause? From this posting
This posting reads as Finance & accounting: its questions come first.
Walk me through how you build a budget or forecast. Finance & accounting
How do you make sure your work holds up in an audit? Finance & accounting
Tell me about a time you found an error in a financial report or reconciliation. Finance & accounting
It is the last day of month-end close and a balance will not tie out. What do you do? Finance & accounting
Describe a time you explained a financial result to a manager outside finance. Finance & accounting
Tell me about an analysis that saved money or found revenue. Finance & accounting
Three urgent requests arrive during close. How do you decide the order? Finance & accounting
Describe a finance process you made faster or more reliable. Finance & accounting
How have you used spreadsheets in your work?
Tell me about a sale or agreement you are proud of.
Describe a time you handled an upset customer or colleague.
Tell me about a time you had several deadlines at once. How did you decide what to do first?
Give an example of a mistake you caught before it caused a problem.
Tell me about a time you taught someone how to do something.
Describe a time you took the lead without being asked.
Tell me about a time you had to explain something complicated in simple terms.
Describe a process you improved.
Do you have any questions for us?
Why do you want to work here?
Why is there a gap in your employment? Difficult question
Why did you leave your last job? Difficult question
Why are you changing careers? Difficult question
What is your greatest weakness? Difficult question
What are your salary expectations? Difficult question
You seem overqualified for this role. Why do you want it? Difficult question
Improper-question practice: How old are you? / Do you have children? / Where are you from originally?
A customer is angry about a delay you did not cause. What do you do?
How do you keep track of many open customer requests?
Tell me about a time you could not give a customer what they wanted.
You find that the inventory count does not match the system. What do you do?
Tell me about a time a shipment or delivery went wrong.
How do you make sure safety rules are followed on a busy shift?
Two managers ask you to book the same room at the same time. What do you do?
Tell me about a time you had to enter or check a lot of data accurately.
A prospect says your price is too high. How do you respond?
How do you keep your pipeline organised?
Tell me about a technical problem you solved on your own.
You find a bug right before a release. What do you do?
Walk me through how you would check whether a report's numbers are right.