AI Deployment Strategist [NYC]

At Amigo, we're building the clinical AI infrastructure that health systems, life sciences companies, payors, and government agencies run their patient-facing care on. Our agents work across the whole patient journey: pre-visit intake, care navigation, post-visit care plans, and ongoing monitoring. Our mission is to make excellent care accessible to every patient, not rationed by the limits of clinician time.

This hasn’t been solved because the underlying record was never built for it. EHRs were designed for billing, not for systems that learn. So instead of layering another point solution on top, we’re rebuilding the medical record as a timeline of clinical events and running agents on top of it that improve with every patient interaction. Unlike single-purpose chatbots or scribes, Amigo is the platform our customers use to build their own agents. That means our work has to hold up across specialties, workflows, and regulatory environments and not just one narrow use case.

Our agents have supported more than 4 million patient encounters and are on track to grow tenfold this year. Our work is validated through partnerships with leading academic medical institutions. We’re fresh off our Series A, backed by Tier 1 VCs such as Madrona, General Catalyst, and Optum Ventures.

We’re a small team of around 35 people, working in person in New York City and San Francisco. We care deeply about craft, clinical rigor, and the speed at which good ideas reach patients. If you want your work to be measured in outcomes rather than releases, we’d like to hear from you.

As an AI Deployment Strategist at Amigo, you'll work directly with healthcare organization customers to design and scale AI agent solutions that solve their highest-impact problems. You'll own the customer relationship from contract signature through expansion, responsible for ensuring customers successfully deploy, realize value, and scale their AI agent programs.

You'll serve as the strategic partner and voice of the customer throughout their journey: from identifying opportunities and building business cases to measuring outcomes and expanding deployments. This role requires deep customer empathy combined with strategic thinking, business acumen, and the ability to translate complex organizational challenges into concrete AI solutions that deliver measurable ROI.

This is not a traditional customer success role. You'll operate as a deployment strategist, embedding within customer organizations, mapping their systems and decision-making structures, and driving expansion across clinical, operational, and financial dimensions.

• Receive customers post-signature and collaborate with sales during handoff to understand initial use case commitments, success criteria, and customer expectations

• Manage the full customer lifecycle from onboarding through expansion, ensuring customers achieve sustained value from Amigo

• Partner with healthcare organizations to understand their workflows, pain points, organizational structures, and strategic priorities

• Identify and prioritize high-impact expansion opportunities for AI agent deployment based on ROI potential, operational feasibility, and customer needs

• Develop comprehensive deployment strategies including success metrics, implementation roadmaps, and stakeholder engagement plans

• Build expansion business cases and ROI models for new use cases, quantifying realized value from existing deployments and identifying additional opportunities across clinical, operational, and financial dimensions

• Work closely with Agent Engineers and Solutions Architects to translate customer requirements into agent specifications, ensuring solutions align with real-world constraints

• Design and facilitate QBRs (Quarterly Business Reviews) that demonstrate value delivery, showcase outcomes, and identify expansion opportunities

• Embed within customer organizations to map systems, processes, and decision-making structures, becoming a trusted advisor who understands their environment deeply

• Monitor deployment performance against defined KPIs and work with customers to iterate and optimize agent configurations

• Own customer health metrics, time-to-value, and expansion revenue for your portfolio

• Serve as the voice of the customer internally, translating feedback into product insights and shaping platform roadmap priorities

• Develop playbooks and frameworks that systematize deployment approaches across different healthcare use cases

• Navigate complex healthcare stakeholder environments including clinical leadership, IT, operations, finance, and compliance teams

• Experience with customer-facing strategy, deployment, or implementation roles, ideally in healthcare technology, enterprise SaaS, or consulting

• Direct experience in healthcare delivery environments (clinical operations, hospital administration, health system strategy)

• Demonstrated ability to build trusted relationships with senior stakeholders in complex organizations

• Strong business acumen with experience building ROI models, analyzing unit economics, and quantifying operational impact

• Strategic thinking skills, ability to see the big picture while managing detailed execution

• Deep empathy and emotional intelligence to understand unstated customer needs and navigate organizational dynamics

• Strong organizational and project management capabilities with ability to drive multiple concurrent deployments

• Customer success and expansion mindset, you're energized by turning initial deployments into long-term strategic partnerships

• Resourcefulness and problem-solving orientation, you figure out what needs to happen and make it happen

• Comprehensive health, dental, and vision insurance

• Daily catered lunch and dinner

• Mental health support and wellness coaching

• Flexible wellness stipend for fitness, therapy, or personal growth

• Annual learning budget for courses, books, or conferences

• Conference attendance budget for professional development

• Annual team offsite

• Academic collaboration opportunities

• Unlimited PTO

1. Patients Win, We Win

   If patients aren't getting better care, we haven't earned the right to scale. Every internal decision gets pressure-tested: does this make patients' lives better? If we can't draw the line, we question why we're doing it.

2. High Standards, High Care

   We hold a high bar for the team because patients are counting on us to get this right. But high standards only work with genuine investment in each other. You can take risks, admit mistakes, and challenge ideas—not despite our standards, but because of them.

3. Thoughtful Urgency

   We move fast by default, but speed without judgment is recklessness. The discipline is knowing which decisions are reversible vs. not. In healthcare AI, the companies that win will be fast everywhere they can be and careful everywhere they must be. We build the muscle to do both.

4. Intensely Measured

   We instrument patient outcomes, provider ROI, system performance, and clinical accuracy. But data without action is surveillance. Every metric should have an owner, a threshold, and a response plan. If we're measuring something but never acting on it, we stop measuring it.

• Low ego: Politics and territory don't interest you. The best ideas win, regardless of who has them.

• Direct: You say the hard thing, challenge ideas openly, and commit fully once decided.

• High agency: You thrive on trust rather than instruction. When you see something is broken, you fix it. You don’t file tickets and wait for someone else.

• Bar of excellence: You hold yourself to a bar most people wouldn't, and you want teammates who do the same.

• Skeptical: You push back on rules that don’t make sense and question assumptions that haven’t earned their place.