Head of AI Engineering & Enablement

Tebra - Remote, United States

Engineer Verified Jul 12, 2026 Source: tebra.com

This role is part of the Internal AI Job Board, a curated list of jobs for teams building or operating internal AI systems. Follow the original role page for the employer description, requirements, and application flow.

Compensation: $224,000 - $325,000 USD About Tebra Tebra is the only all-in-one EHR+ platform built exclusively for independent healthcare practices

Responsibilities

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. You will ship code, design agents and re-engineer workflows, while also leading the team around you.
With a small team, this role will focus on our internal operations — not the AI in our product. It covers how every function works, how fast we move, and how much leverage each person has. As we scale toward $300M+ in ARR, the goal is to decouple growth from headcount and build an operation that runs leaner as it gets bigger.
Most of the value comes from re-engineering the work itself, so you will pair deep engineering and applied AI skill with strong business judgment and a relentless focus on outcomes.

Qualifications

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.
An engineering background you still use. You can read and write code and ship production systems, not only manage people who do.
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.
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.
Although this position is remote, our strong preference is for candidates to be located on the West Coast or Pacific Time Zone.
We are dedicated to attracting and retaining top talent with competitive and fair compensation. For this position, this range reflects our Zone 1 (National Average) pay band. Your specific compensation is thoughtfully determined by your experience, qualifications, the specific requirements of the role, and your Geo Zone. Our geo-zone system ensures your pay is competitive for your location, recognizing varying costs of labor across regions.
Our four geo zones are designed to reflect this:
Beyond base compensation, Tebra offers eligible employees the opportunity for variable pay and a robust benefits package, reflecting our commitment to your overall well-being. In compliance with California pay transparency laws, the specific compensation range applicable to your Geo Zone will be shared during your initial talent screen.