Senior Forward Deployed Engineer, Omada Health

• We do not expect expertise in every tool on day one, but you should be comfortable learning and working across a modern enterprise AI ecosystem
• Examples include:
• AI and orchestration frameworks
• Python services and APIs
• AWS and cloud-native infrastructure
• Enterprise Finance platforms and operational systems
• Data warehouses and analytics environments
• AI evaluation and observability tooling
• Workflow automation and integration platforms
• Governance, access control, and enterprise AI operational tooling
• 5+ years of experience building and deploying software, data, automation, or AI-powered applications
• 2+ years of recent hands-on experience building LLM-based or AI-enabled systems in production environments
• Strong experience designing AI workflows including retrieval systems, orchestration patterns, tool usage, evaluation frameworks, and multi-step reasoning systems
• Strong proficiency in Python and experience building production-quality backend services, APIs, integrations, and automation workflows
• Experience integrating enterprise systems and operational data into AI-enabled workflows
• Experience working with enterprise business systems such as ERP, planning, financial, or operational platforms
• Experience designing retrieval or contextual knowledge systems across large document and metric corpora
• Familiarity with structured and unstructured enterprise data environments
• Understanding of operational monitoring, evaluation, and observability concepts for AI systems
• Excellent communication and stakeholder management skills
• Proven ability to partner directly with non-technical teams and translate business workflows into scalable technical solutions
• Experience enabling business users through training, documentation, and operational coaching
• Comfortable operating within highly cross-functional and rapidly evolving environments
• Thrives in ambiguity and 0→1 environments
• Strong ownership mentality with the ability to independently drive initiatives forward
• Comfortable balancing embedded business partnership with centralized engineering alignment
• Demonstrates strong prioritization and judgment across competing initiatives
• Awareness of governance, security, and compliance considerations related to enterprise AI adoption
• Familiarity working within regulated or compliance-sensitive environments involving financial, operational, or healthcare-related data
• Comfortable incorporating human review, evaluation, and auditability into AI workflows
• Nice to Have:

Desirable

• Omada has a dedicated AI Transformation & Enablement organization focused on embedding AI directly into how business functions operate
• Rather than acting as a centralized innovation lab disconnected from day-to-day operations, this team deploys senior engineers directly into functions to partner with teams, understand their workflows, and build production AI systems that drive measurable business impact
• As the Sr. Forward Deployed Engineer supporting Finance, you will operate as the embedded AI engineering partner for the Finance organization — attending planning reviews, close cycles, forecasting discussions, operational reviews, and executive preparation processes to deeply understand how Finance operates today and how AI can transform it tomorrow
• This is a 0→1 build with a team behind you, focused on turning ambiguous, high-value finance problems into production systems used by executives and operators every day. You will own each agent end-to-end: from discovery and prototyping, to shipping, monitoring, and iterating
• You will partner closely with the Sr. Director, Strategic Finance, who owns the Finance AI roadmap and business prioritization, while remaining part of Omada’s AI Transformation & Enablement engineering organization, where you will receive technical leadership, architecture guidance, peer collaboration, and engineering support from other Forward Deployed Engineers solving similar challenges across the company
• This role is highly cross-functional and combines elements of AI engineering, systems integration, workflow automation, product thinking, business partnership, and organizational enablement
• You will design, build, deploy, monitor, and continuously improve AI-powered systems that help Finance teams operate more efficiently, improve accuracy and consistency, accelerate decision-making, and scale institutional knowledge
• The systems you build will operate within a highly regulated and compliance-sensitive environment that includes SOX, HIPAA, security, and data governance considerations
• As part of the AI Transformation & Enablement organization, you will help shape the standards, governance patterns, and operational practices that define responsible enterprise AI adoption at Omada
• Finance AI Integration & Knowledge Layer:
• Design and build the Finance-specific AI integration layer that connects AI systems to enterprise finance platforms, operational data, and institutional knowledge sources
• This includes:
• Integrating AI systems with platforms such as NetSuite, Adaptive Planning, FloQast, AWS, and internal data warehouses
• Building retrieval and knowledge systems over financial documentation, board materials, KPI definitions, investor communications, and forecasting models
• Developing reusable AI workflow and orchestration patterns for Finance use cases
• Enabling conversational and natural-language interaction with operational and financial data
• Partnering with central Engineering and AI platform teams to adopt and extend shared AI infrastructure patterns
• You will design systems that allow Finance teams to progressively own configuration, evaluation, and operational management of AI workflows over time
• AI-Powered Financial Quality & Controls:
• Build AI-enabled quality assurance and validation systems that improve confidence, consistency, and operational rigor across Finance workflows
• Examples include:
• Metric reconciliation across reporting materials and presentations
• Narrative and KPI consistency validation
• Financial calculation verification
• Reporting integrity and formatting validation
• AI-assisted review workflows with human-in-the-loop oversight
• Evaluation and auditability patterns supporting SOX-aligned processes where applicable
• You will help establish evaluation frameworks and review processes that ensure AI systems are reliable, measurable, and operationally trustworthy
• Operational Intelligence & Automation:
• Develop AI systems that continuously analyze operational and financial processes to surface insights, anomalies, optimization opportunities, and business risks
• Areas may include:
• Cost and spend monitoring
• Vendor and procurement analysis
• Contract and compliance monitoring
• Pricing and operational trend analysis
• Cloud and AI platform cost optimization
• Automated summarization, alerting, and root-cause analysis
• You will focus on delivering practical AI solutions that improve operational efficiency and support faster, more informed decision-making
• Market, Earnings & Strategic Intelligence:
• Build AI-powered intelligence capabilities that help Finance leadership monitor external market activity and prepare executive-level materials more efficiently
• Monitoring competitor activity, earnings calls, filings, and analyst commentary
• Supporting benchmarking and market intelligence workflows
• Assisting with earnings preparation, executive Q&A, and board preparation workflows
• Cross-referencing and validating data across financial narratives, trend reporting, and investor-facing materials
• Financial Workflow & Narrative Automation:
• Develop AI-enabled workflows that accelerate operational execution and reduce manual effort across recurring Finance processes
• Examples may include:
• Monthly and quarterly reporting commentary
• Flash reports and KPI summaries
• Forecast and enrollment analysis
• Revenue and operational model validation
• Executive memo and board material drafting support
• You will partner closely with Finance SMEs to ensure workflows remain operationally accurate, transparent, and trusted
• AI Evaluation, Enablement & Adoption:
• Enable Finance teams to effectively evaluate, use, and extend AI systems over time
• Building evaluation frameworks, regression testing, and quality scorecards
• Establishing operational review and feedback loops
• Training Finance SMEs on AI evaluation and workflow management
• Promoting transparency around AI capabilities, limitations, and reliability
• Helping Finance teams grow long-term AI fluency and operational ownership
• Success in this role is not just measured by systems you build, but by how effectively the organization adopts and scales them
• Cross-Functional Partnership & Operating Model:
• This role operates with two closely connected partnership models by design
• From a business perspective, you will be deeply embedded within the Finance organization and aligned to Finance priorities, workflows, operational rhythms, and strategic initiatives. The Sr. Director, Strategic Finance will own roadmap prioritization and business outcomes for Finance AI initiatives
• From a technical perspective, you will remain part of Omada’s AI Transformation & Enablement engineering organization, where you will collaborate with other Forward Deployed Engineers, participate in shared architectural standards, receive technical mentorship and code review, and contribute reusable patterns that scale across other functions
• You will regularly partner across:
• Finance
• Accounting
• IT
• Security & Compliance
• Data & Engineering
• Business Systems
• Enterprise AI & Automation teams
• This role requires balancing speed, innovation, governance, operational reliability, and stakeholder alignment in a rapidly evolving AI landscape
• Embedded partnership model: You work directly inside Finance while remaining part of a centralized AI engineering organization
• High ownership environment: You will own initiatives from discovery through deployment and iteration
• Real operational impact: The systems you build will be used daily by Finance operators and leadership teams
• AI-first transformation work: This is not incremental automation — this role helps redefine how Finance workflows operate
• Strong executive exposure: You will partner closely with senior leadership across Finance, Technology, IT, and Security
• Builder and enabler: Success is measured not only by what you build, but by how effectively the organization adopts and scales it
• Long-term growth opportunity: This role evolves from hands-on builder into strategic architect and AI transformation leader over time
• What Great Looks Like:
• Builds strong trusted partnerships with Finance leaders and subject matter experts
• Delivers production-ready AI systems that create measurable operational impact
• Balances rapid experimentation with enterprise-grade reliability and governance
• Creates AI workflows that are understandable, auditable, and operationally sustainable
• Enables Finance teams to independently evaluate and operate AI-assisted workflows over time
• Operates effectively in ambiguity and turns loosely defined problems into scalable solutions
• Communicates AI capabilities, limitations, and tradeoffs clearly to technical and non-technical audiences
• Contributes reusable patterns and operational practices that scale AI adoption across the organization
• Demonstrates strong judgment in compliance-sensitive environments involving financial and operational data
• Embodies Omada values through collaboration, ownership, adaptability, and execution