Head of AI Engineering & Enablement

About the role

We are hiring a hands-on player coach to lead AI across how Tebra runs as a company. You will be building alongside a small team of one to two engineers while simultaneously leading process re-engineering engagements with functional leaders.

Responsibilities

• Work with the CEO, CFO, and CPO to identify where AI can drive the greatest efficiency and operating leverage across the organization, and prioritize accordingly.
• Audit and re-engineer business processes before automating them, so we improve how the work is done and not just how fast it runs.
• Build and maintain an AI Opportunity roadmap that prioritizes use cases by ROI, feasibility and strategic impact in partnership with the functional leaders.
• Perform deep-dive assessments to identify the highest-impact efficiency opportunities across all operating functions — then build them, don't just document them.
• Design and build high-value internal agents and automations that address the hardest problems inside our operating functions.
• Own the shared patterns for retrieval, agent design, and secure system-of-record connectivity — including MCP servers, agent-to-agent orchestration, and API integrations — with permission-aware access across Gong, Salesforce, NetSuite, Snowflake, Slack, and Workato.
• Design multi-agent systems where specialized agents hand off to each other across workflow steps, not just single agent automation.
• Develop and maintain a library of reusable skills, frameworks, and how to guide, allowing one person’s breakthrough workflow scale to the entire organization and the programs compound over time.
• Own the full lifecycle from rapid prototyping to production-grade deployment, including monitoring, evaluation frameworks, error handling, and iteration based on real usage data.
• Define the approved tools, data-handling rules, build standards, and a shared reference architecture for AI across Tebra's operating functions, in partnership with Legal and Security.
• Own how agents are deployed and monitored once live, ensuring full HIPAA compliance and strict adherence to our data privacy and security policies for PHI, without slowing teams down.
• Stand up an AI risk register, acceptable use policy, and audit trail standards for all production agents, and maintain them as the tooling landscape evolves.
• Partner with each function to find high-value use cases and help them build and ship the more routine, accessible agents themselves.
• Coach AI owners inside each function, and run enablement and fluency programs so adoption scales beyond the central team.
• Identify emerging AI tooling, methodologies, and agent frameworks — evaluate new models and techniques to keep Tebra ahead of the curve.

Requirements

• 8+ years in software engineering, applied AI, or technical product roles, with a meaningful stretch spent hands-on and building in production — not directing from a distance.
• A deep applied AI experience designing and deploying multi-agents systems, RAG pipelines, agent-to-agent orchestrations, MCP servers, and API integrations into systems of record, and LLM-based workflows in production.
• Hands-on experience shipping AI in a HIPAA-regulated or comparable environment — working within BAAs, maintaining audit trails, and keeping PHI out of non-covered tools.

Qualifications

• A track record on operationally focused technology projects — workflow automation, systems integration, internal tooling — that demonstrably changed how a business runs.
• Strong business acumen. You can sit with a function leader, understand their workflow end-to-end, and translate it into the right automation — including knowing when the right answer is to redesign the process first.
• A process re-engineering instinct, with the judgment to fix the work before automating it.
• A proven track record of driving adoption and behavior change within non-technical teams — not just shipping the tools, but building champions, running training, and sustaining usage until it becomes a habit.
• Experience leading a small team and coaching others to build while staying hands-on yourself.
• Excellent communication. You can brief the CEO and pair with an engineer on the same day, and those conversations feel equally natural.

Skills

• Deep understanding of AI principles and technologies.
• Strong project management and leadership skills.
• Ability to work collaboratively with cross-functional teams.
• Experience with HIPAA regulations and data privacy.

Benefits

Commensurate with experience.

Pay

$224,000 USD - $256,000 USD

Schedule

Full-time

Company

Tebra is the only all-in-one EHR+ platform built exclusively for independent healthcare practices. Designed to replace the clunky, fragmented tools built for corporate systems, Tebra connects EHR software, billing, automation, telehealth solution, and marketing — so providers can spend less time on admin and more time with patients. More than 42,000 private practices trust Tebra to streamline operations, increase revenue, and reduce burnout — helping clinicians leave work on time and rediscover their purpose.