Director of AI Engineering

Ottimate

Director of AI Engineering at Ottimate leading AI initiatives for finance automation. Overseeing technical teams, product development, and engaging with cross-functional partners.

Posted 4/28/2026full-timeRemote • 🇺🇸 United StatesLead💰 $200,000 - $225,000 per yearWebsite

Tech Stack

Tools & technologies

AWSCloudDistributed SystemsPostgresPython

About the role

Key responsibilities & impact

Architect and ship production AI/ML systems — you write code, not just review it
Own the AI roadmap end-to-end: prioritization, trade-offs, delivery
Set technical standards for model quality, evals, observability, and reliability
Drive adoption of agentic coding tools to multiply team velocity
Partner with Platform Engineering on infrastructure, data pipelines, and APIs
Manage a distributed team of 8–10 engineers across Data and ML disciplines
Hire, develop, and retain engineers at all levels; build a high-trust remote culture
Partner with Product on roadmap sequencing and scope trade-offs
Communicate AI capabilities and limitations clearly to non-technical stakeholders
Own model performance metrics and drive continuous improvement pipelines

Requirements

What you’ll need

Production agentic pipelines using frontier models
Anthropic SDK · OpenAI SDK · tool use, function calling, multi-agent orchestration
Reliable agent loop design — planning, memory, tool execution, error recovery
RAG pipeline design — chunking, embedding models, retrieval tuning, reranking
Evals frameworks built from scratch — correctness, regression, semantic similarity
Observability for production AI — tracing, cost tracking, latency, failure analysis
Fine-tuning frontier or open-source models for domain-specific tasks
LoRA, QLoRA, instruction tuning — not just off-the-shelf API calls
Training data collection, curation, cleaning, and labeling at scale
LLM inference and serving optimization
Hands-on Python — comfortable writing, reviewing, and shipping production code
PostgreSQL — schema design, query optimization, indexing strategies
Distributed systems — async workers, queues, retries, state machines
Public-facing API design — REST, versioning, developer experience
AWS or cloud infrastructure — enough to own AI workload deployments

Benefits

Comp & perks

Compensation: 200,000-225,000 + 15% Annual Bonus
Competitive salary based on skills & experience.
Medical, Dental, Vision and other Company-Subsidized Benefits for you and your family.
Employer sponsored 401(k) with company match.
Paid Time Off (and the encouragement to use it).
Annual company retreats.
Promote from within philosophy.
Easier to solve difficult problems creatively and with agency.

ATS Keywords

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Hard Skills & Tools

AI systemsML systemsproduction codeagentic pipelinesreliable agent loop designRAG pipeline designevals frameworksobservability for production AIfine-tuning modelsLLM inference optimization

Soft Skills

team managementcommunicationprioritizationtrade-offscontinuous improvementremote culture buildingstakeholder engagementtechnical standards settingcollaborationleadership