Head of AI Engineering

Job not on LinkedIn

🕒 August 6

🇺🇸 United States – Remote

💵 $200k - $400k / year

⏰ Full Time

🔴 Lead

🤖 AI Engineer

👻 Ghost score 2%

What it means: how likely this posting is sitting open without active hiring.How to read it: 60% or higher means we think this is a ghost. Lower scores are less of a worry.How we score it: age, reposts, open roles vs team size, how fast jobs close, and whether pay is listed.Fine print: an estimate from public data, not a judgment of the company. Real jobs can score high, so treat it as a hint, not a fact.

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AIOS

WebsiteLinkedInAll Job Openings

51 - 200 employees

Founded 2021

🏥 Healthcare

💊 Pharmaceuticals

👥 B2C

💰 Seed Round - Fella Health on 2020-01

Healthcare • Pharmaceuticals • B2C

AIOS is a consumer-facing telehealth health and wellness company that provides prescription-based weight-loss and men's health programs. The service pairs board-certified clinicians and free labwork (in-clinic or at-home) with medication-based treatments — including GLP-1 therapies (e. g. , tirzepatide), testosterone support (enclomiphene), and other metabolic/longevity medicines (metformin, rapamycin, NAD+) — shipped directly to members. Programs emphasize personalized metabolic assessments, health coaching, and a six-month money-back guarantee, targeting time-crunched men seeking sustainable weight loss, improved energy, and fertility/sexual health support.

📋 Description

• Build the AIOS Agent SDK as the foundation for world-class agents across the company • Separate the reusable foundations of the existing customer-support harness from its customer-support logic and turn them into an opinionated internal platform • Own agent architecture, model strategy, evaluations, AI reliability, technical safety, provider relationships, and the shared runtime • Ensure the Agent SDK runs in production and provides context, tool, safety, evaluation, and observability infrastructure • Turn Jesse’s harness into the platform powering Jesse, Aegis, and future AIOS agents • Own the technical direction of Jesse and collaborate with engineers and the Clinical Product team building Aegis • Build benchmarks using deterministic checks, simulations, model-based graders, human judgment, and production outcomes • Convert production traces, incidents, tool failures, escalations, and outcomes into improved evaluations, architecture, models, and platform capabilities • Implement authorization, validation, idempotency, auditability, recovery, human handoff, compliance, privacy, security, and regional requirements • Own model selection, routing, fallbacks, caching, fine-tuning, deployment, and approximately $200k monthly model spend • Own production runtime reliability, tracing, observability, testing, provider resilience, capacity, and incident response • Set AI architecture and strategy, make major technical decisions, guide engineers, write production code, and build key foundations • Inherit one engineer and grow the Applied AI team to approximately five people during the first year • Own technical relationships with leading model providers and represent AIOS externally

🎯 Requirements

• 8+ years of software engineering experience and active production contribution • At least a bachelor’s degree in Computer Science, Machine Learning, or a closely related technical field • Personally built and shipped an exceptional agentic system used by real customers • Deep knowledge of harnesses, orchestration, context construction, retrieval, memory, state, tool design, structured workflows, and error recovery • Experience building or meaningfully owning evaluation systems for probabilistic products • Strong systems-engineering fundamentals, including APIs, distributed systems, concurrency, queues, databases, observability, failure modes, and production reliability • Strong judgment around authorization, validation, idempotency, state transitions, auditability, recovery, and escalation for consequential agent actions • Understanding of current frontier and open-weight model capabilities and limitations • Technical depth to lead fine-tuning and AIOS-controlled deployment of open-weight models • Successfully led and managed a small technical engineering team • Ability to make difficult technical decisions, explain trade-offs, and challenge unsound approaches • Ability to explain difficult technical ideas to engineers, product leaders, clinicians, and executives • Independence in ambiguous environments • Ability to write production code and lead from inside the work • Ownership of outcomes when quality drops, costs spike, tools fail, or providers degrade • Nice to have: experience with agent platforms, customer agents, high-stakes systems, model adaptation, long-term memory, real-time systems, provider relationships, talent development, research translation, and production debugging

🏖️ Benefits

• Early stage equity • Comprehensive medical insurance (if appropriate) • PTO with a yearly minimum (≥2wks/yr + local national holidays) • Fully remote work • Personal development budget for books, courses, coaching ($1200/yr) • Personal wellness budget for gym, health apps ($1200/yr) • Free biweekly health coaching • Macbook & work-from-home equipment provided as needed • Opportunity to shape the culture