Senior AI Enablement Engineer

Clover Health
$140,000 - $175,000Remote

About The Position

At Counterpart Health, we are transforming healthcare and improving patient care with our innovative primary care tool, Counterpart Assistant. By supporting Primary Care Physicians (PCPs), we are able to deliver improved outcomes to our patients at a lower cost through early diagnosis and longitudinal care management of chronic conditions. We are seeking an Sr. AI Enablement Engineer to join our team. In this role, you will evaluate, configure, and deploy AI-powered tools that make our operations, product, support, implementations, sales, and other teams faster and more effective. You will work closely across the organization to identify high-leverage opportunities for AI tooling, from coding assistants and workflow automation to internal copilots and productivity tools, and make them work reliably and securely in our environment. This is a hands-on role embedded with the teams that run our business. The tools and technology exist — the hard part is sitting with people, understanding their workflows, and getting the right solutions into their hands. Sometimes that means configuring an off-the-shelf product, sometimes it means writing a little code or wiring up an MCP server. You will serve as the go-to resource for AI tooling across the product organization, staying current on the rapidly evolving landscape and translating new capabilities into practical workflows.

Requirements

  • You are automating everything you touch with AI today. We don’t care if you’re in engineering, product, IT, or anything else. We care that you are building daily and fast.
  • You are deeply familiar with the current AI tooling landscape, LLMs, coding assistants, automation platforms, API integrations, and understand what it takes to deploy them in an organizational setting.
  • Build small tools, scripts, and integrations — including MCP servers and lightweight automations — to bridge the gap between off-the-shelf AI products and the way our teams actually work.
  • You're comfortable working across enterprise infrastructure like containers, cloud platform administration, endpoint management, identity management, and compliance tooling.
  • You are a self-starter who thrives with autonomy. You identify barriers to adoption, solve the infrastructure problem, and get the tool into people's hands.
  • You communicate clearly and can translate technical capabilities into practical value for non-technical teammates.

Responsibilities

  • Evaluate and bring on new AI tools and platforms, assessing fit for the team's workflows, managing setup and configuration, and driving adoption across the product organization.
  • Lower the barrier to entry for non-engineers to leverage AI tools by packaging environments, simplifying setup, and removing infrastructure friction that blocks adoption.
  • Solve the IT and security challenges required to deploy AI tools in a healthcare environment, setting up authentication flows, managing access patterns, and ensuring compliance with organizational security standards.
  • Collaborate across the business—including product, engineering, design, IT, operations, commercial, and leadership teams—to identify workflows that can be accelerated with existing AI capabilities and get those tools running for the team.
  • Create documentation, guides, and training materials that make it easy for non-technical team members to adopt and get value from new tools.
  • Troubleshoot and maintain the AI tooling stack, diagnosing issues independently and iterating on configurations based on team feedback.

Benefits

  • Competitive base salary
  • Equity opportunities
  • Performance-based bonus program
  • Regular compensation reviews
  • Comprehensive group medical coverage (hospitalization, outpatient care, optical services, dental benefits)
  • No-Meeting Fridays
  • Company holidays
  • Access to mental health resources
  • Generous annual leave policy
  • Remote-first culture
  • Learning programs
  • Mentorship
  • Professional development funding
  • Regular performance feedback and reviews
  • Reimbursement for office setup expenses
  • Flexibility to work from home
  • Paid parental leave
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