# Ladders — Senior Director of Engineering, AI Agents

- Generated: 2026-09-21 08:32:55 AM EDT
- Original/canonical posting: https://www.linkedin.com/jobs/view/4467391002/
- Provider: LinkedIn
- Posted: approximately 2026-09-21 06:32 AM EDT (from '2 hours ago')
- Elapsed since posting: represented by the provider's relative posting label and approximate Eastern timestamp when available
- Applicants: Be among the first 25 applicants
- Work model/location: Remote — United States; end employer is unidentified
- Compensation: $175,000-$210,000 annually
- Travel: Not disclosed
- Positioning track: Executive leader
- Fit outcome: PASS — 98%

## Direct-match strengths

AI agent platform architecture, production LLM systems, orchestration, context and memory, evaluation and feedback loops, observability, resilience, responsible deployment, 0-to-1 creation, scaling, product and infrastructure partnership, customer outcomes, team leadership, and AI-assisted engineering with Codex.

## Hard or material gaps

The end employer is unidentified. The posting does not disclose the exact agent framework, context-management stack, or operating scale, which should be confirmed; the central mandate otherwise closely matches Keith's current work.

## Evidence map

1. Set AI-agent platform architecture and roadmap (weight 3, evidence 3/3) — Architected and built the AssistX agent platform and roadmap.
2. Production LLM and agent systems (weight 3, evidence 3/3) — 70+ production automations across 20+ workflows with 99.9% availability.
3. Orchestration, context, tools, and memory (weight 3, evidence 3/3) — Direct agents, MCP, RAG, tools, memory, and workflow orchestration.
4. Evaluation and feedback infrastructure (weight 3, evidence 3/3) — Direct evaluation, LLM-as-judge, guardrails, monitoring, and feedback loops.
5. Scale and reliability (weight 3, evidence 3/3) — Direct distributed systems, observability, releases, incidents, and cost controls.
6. 0-to-1 and growth (weight 3, evidence 3/3) — Built the core and first 80% of the initial application hands-on, then scaled the team.
7. Lead and grow engineering teams (weight 3, evidence 3/3) — Recruited and led 11 engineers and larger prior organizations.
8. Modern AI coding tools (weight 2, evidence 3/3) — Direct Codex and AI-assisted engineering adoption.
9. Verified end employer (weight 1, evidence 0/3) — Unidentified; retained under the 80%+ exception.

## Keyword diagnostic

Exceptional match across agent-platform architecture, production orchestration, evaluation, reliability, responsible deployment, 0-to-1 building, scaling, teams, and Codex-enabled engineering.

## Full normalized job description

For our client, we are seeking a Senior Director of Engineering, AI Agents to join the team of a leader in the Enterprise Technology space.
This leader will shape the technical direction for an AI agent platform that supports production use at scale. The role will focus on building and operating intelligent systems, strengthening evaluation and feedback loops, and driving new capabilities that improve customer outcomes. You will partner closely with Product, Infrastructure, and customer-facing teams to align technical execution with business goals and ensure reliable, responsible deployment.
You will also lead a growing engineering team, represent the function in leadership discussions, and help translate technical progress into clear organizational impact.
Location: Remote - US based candidates only, no visa sponsorship available
Compensation: $175,000 – $210,000 annually
Responsibilities
Own the technical architecture and roadmap for the AI agent platform
Lead and grow a team of engineers responsible for operating production systems
Develop the evaluation infrastructure with quality metrics and feedback loops
Drive the creation and scaling of new agent capabilities and workflows
Collaborate with Product to align agent capabilities with business outcomes
Partner with Infrastructure teams to ensure system observability and resilience
Engage directly with customers to gather feedback and improve agent performance
Establish best practices for responsible deployment of autonomous systems
Represent AI engineering in leadership discussions and communicate the technical narrative
Qualifications
10+ years in software engineering with hands-on leadership experience at the Director level or equivalent
Experience building and operating LLM-powered systems with real user volumes
Strong understanding of AI architecture, including orchestration and context management
Proven track record of developing evaluation systems for non-deterministic software
Experience in both zero-to-one product builds and scaling established systems
Ability to collaborate cross-functionally and align technical and business goals
Hands-on experience with modern AI coding tools, such as Codex and Claude Code
Benefits
Work with leaders in AI agents and contribute to meaningful product innovation
Opportunity for career-defining growth with significant product ownership
Collaborate with a team of world-class engineers focused on outcomes
Make a tangible impact on local businesses by enhancing their operational efficiency
Our client is an equal opportunity employer. We encourage you to apply even if you don’t meet every qualification—your background could be exactly what this team needs.

## Artifact metadata

- Resume: https://bit.ly/4xyX9kc
- Cover letter: https://bit.ly/4xIcUWh
- Validation: PASS — 2-page resume (933 words), 1-page cover letter (201 words); PDF geometry, bounds, annotations, links, and visual pages verified.
- Google Drive used: No