Note: The job is a remote job and is open to candidates in USA. Flagler Health is building the clinical operating system for modern musculoskeletal care, partnering with provider groups and specialty clinics to improve care delivery and clinic operations. The AI Operations Associate will own the AI and automation function, build and scale operational automations, lead EHR integrations, and partner cross-functionally to create measurable operational leverage.
Responsibilities
- Automation roadmap: Own the automation roadmap and deliver measurable operational leverage against it
- Workflow discovery: Shadow clinical and back-office teams to understand workflows and find the highest-ROI automation opportunities, then build repeatable processes for capturing, shipping, and monitoring automations in production
- EHR integrations: Lead data integrations across major EHRs owning the error handling, and reliability of those pipelines
- Tooling strategy: Match the automation stack to the workflow. Use APIs and portal integrations where possible, and browser/desktop automation and screen-level robots for last-mile flows
- AI enablement: Stand up and maintain internal AI tooling (LLMs, agent frameworks, knowledge assistants) and train teammates to become power users
- Vendor management: Scope and execute with automation vendors, holding them to delivery, quality, and reliability standards
- Cross-functional alignment: Partner with Engineering on integration patterns, data contracts, and what belongs in product vs. ops
- Operational discipline: Enforce documentation, monitoring, and change-management practices for reliable production systems and data-driven decisions
- Customer voice: Act as a conduit between operators, clinicians, and internal teams, informing product and roadmap with workflow-level insight
Skills
- • 1–3 years of experience in management consulting, software engineering, product management, or a similar analytical/technical role, ideally with exposure to high-growth or ambiguous environments
- • Strong problem-solving instincts with a bias toward action: comfortable scoping an ambiguous problem, breaking it down, and shipping a working solution end-to-end
- • Genuine fluency with modern AI tooling (LLMs, agent frameworks, prompt engineering) and a clear sense of where AI works well versus where it breaks down
- • Hands-on technical aptitude: comfortable with APIs, light scripting (Python, JavaScript, or similar), and picking up new tools quickly. You don't need to be a senior engineer, but you should be able to read code, write automations, and debug your own work
- • Strong written and verbal communication; able to translate between technical and non-technical stakeholders and write clearly for leadership
- • Comfort working cross-functionally with Engineering, Product, and Operations, and an ownership mindset about outcomes rather than scope
- • Bachelor's degree
- • Charismatic and credible leader who can inspire teams while holding a high performance bar
- • Thrives in fast-paced, high-growth environments and is comfortable operating through ambiguity
- • Highly execution-oriented with a willingness to roll up sleeves and stay close to the work
- • Resilient, adaptable, and competitive, with a strong drive to win
- • Balances strategic thinking with operational discipline
- • Exposure to healthcare, operations, or regulated industries is a plus, but not required. We care more about how quickly you can learn the domain than what you've already seen
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