Senior AI System Engineer

The AI Engineer on the IT Systems Engineering team will design, build, and maintain internal AI solutions that power Spring Health’s next generation of productivity and automation. This role acts as the business partner for AI across the organization — supporting our enterprise AI strategy, building internal AI applications, enabling employees to adopt AI safely and effectively, and connecting AI capabilities across our systems through scripting, APIs, and automation frameworks.

The ideal candidate blends engineering skill, product thinking, and a passion for helping teams work smarter through AI-driven workflows. This is a full-time, remote position reporting to Associate Director, IT Systems Engineering.

What you’ll be doing:

Design, build, and maintain internal AI solutions

• Develop custom AI applications, automations, and internal tools aligned with our enterprise AI priorities (enterprise search, intelligent automation, virtual agent capabilities, and secure AI enablement).
• Build prototypes and production-ready functionality using Python (primarily), JavaScript/TypeScript, or similar languages.
• Integrate AI capabilities into core systems including Google Workspace, Slack, Atlassian (Jira, Confluence), Salesforce, Okta Workflows, and internal APIs.
• Implement retrieval pipelines, embeddings, prompt orchestration, and internal agent frameworks.

Act as the AI business partner for the organization

• Meet with teams across the business to analyze workflows and identify opportunities to apply AI and automation.
• Translate ambiguous needs into technical solutions that drive measurable impact.
• Create AI usage patterns, templates, and frameworks employees can adopt quickly and safely.
• Support AI Governance Board workstreams and implement safety, auditability, data privacy, and responsible-use controls.

Develop integrations and automation pipelines

• Use APIs, webhooks, and scripting to connect AI systems to operational and business data.
• Build automation pipelines that significantly reduce cycle times across operations, finance, and People workflows.
• Partner with Enterprise Systems to integrate AI into order-to-cash workflows, operational tooling, and enterprise systems.

Support Spring’s AI infrastructure & enterprise AI tooling strategy

• Collaborate with Security and Engineering to ensure responsible, compliant, and observable AI deployments.
• Evaluate and integrate enterprise AI tools such as Glean, Console, and other AI productivity platforms.
• Contribute to guidelines, architecture patterns, and playbooks for internal AI development.

Enable, train, and empower the company to use AI

• Build documentation, guides, and internal tools that make AI adoption intuitive for all employees.
• Partner with Enablement to design and deliver internal AI education programs.
• Serve as a technical escalation point for complex AI and automation challenges.

What success looks like:

• High-impact internal AI tools and automations are shipped and widely adopted across the business.
• Teams report faster workflows, clearer insights, and reduced manual effort due to AI enablement.
• Employees understand how to apply AI safely, effectively, and consistently.
• AI integrations are secure, observable, reliable, and compliant.
• Our internal AI roadmap advances meaningfully through internal builds, experimentation, and cross-functional partnership.
• You are known across Spring Health as a trusted technical advisor and AI problem-solver.

What you’ll bring:

• 4-5+ years of experience in software engineering, technical analyst, AI engineering, automation engineering, or similar technical roles.
• Strong scripting or programming experience (Python preferred; JavaScript/TypeScript also welcome).
• Experience building LLM-based applications, automations, or workflows (e.g., embeddings, RAG, agent-style patterns, enterprise integrations).
• Experience with enterprise AI tools such as OpenAI (ChatGPT and the OpenAI Platform), Google Gemini, Claude, GitHub Copilot, Cursor, and similar platforms.
• Hands-on experience working with APIs, webhooks, data pipelines, and automation frameworks.
• Ability to rapidly prototype and iterate in ambiguous problem spaces.
• Strong communication skills that make technical concepts clear for non-technical partners.
• A collaborative approach and desire to help individuals and teams adopt new ways of working.

Nice to have:

• Experience with enterprise search and AI productivity platforms such as Glean, Console, or similar tools.
• Experience working with G&A teams (FP&A, Legal, People).
• Familiarity with structured and unstructured data integration, vector databases, and retrieval patterns.
• Experience with Google Workspace, Slack Enterprise, Jira/Confluence, Okta, or other modern SaaS systems.
• Prior work with automation platforms, internal tooling, system integrations, or workflow orchestration.
• Experience working within regulated environments (e.g., SOC 1/2, HITRUST, FedRAMP) is a plus.

The target base salary range for this position is $159,100 - $194,150, and is part of a competitive total rewards package including stock options and benefits. Individual pay may vary from the target range and is determined by a number of factors including experience, location, internal pay equity, and other relevant business considerations. We review all employee pay and compensation programs annually using Radford Global Compensation Database at minimum to ensure competitive and fair pay. 

Benefits provided by Spring Health:

Note: We have even more benefits than listed here and below, your recruiter will provide more in-depth information as you continue in the interview process. Benefits are subject to individual plan requirements and eligibility criteria.

• Health, Dental, Vision benefits start on your first day at Spring. You and your dependents also receive access to One Medical accounts HSA and FSA plans are also available, with Spring contributing up to $1K for HSAs, depending on your plan type.
• Employer sponsored 401(k) match of up to 2% for retirement planning
• A yearly allotment of no cost visits to the Spring Health network of therapists, coaches, and medication management providers for you and your dependents.
• We offer competitive paid time off policies including vacation, sick leave and company holidays.
• At 6 months tenure with Spring, we offer parental leave of 18 weeks for birthing parents and 16 weeks for non-birthing parents.
• Access to Noom, a weight management program—based in psychology, that’s tailored to your unique needs and goals. 
• Access to fertility care support through Carrot, in addition to $4,000 reimbursement for related fertility expenses.
• Access to Wellhub,  which connects employees to the best options for fitness, mindfulness, nutrition, and sleep in one subscription
• Access to BrightHorizons, which provides sponsored child care, back-up care, and elder care
• Up to $1,000 Professional Development Reimbursement a year.
• $200 per year donation matching to support your favorite causes.