# Ladders — Senior Director AI/ML Engineering - Remote

- Generated: 2026-09-21 08:02:50 AM EDT
- Original/canonical posting: https://www.linkedin.com/jobs/view/4467384134/
- Provider: LinkedIn
- Posted: approximately 2026-09-21 07:02 AM EDT (from '1 hour 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: $203,200-$348,400 annually
- Travel: Not disclosed
- Positioning track: Executive leader
- Fit outcome: PASS — 97%

## Direct-match strengths

Enterprise AI/ML strategy, multi-year roadmaps, Generative AI, Agentic AI, scalable products and workflows, business-value prioritization, team building, responsible AI, healthcare technology, executive communication, transformation, revenue/productivity outcomes, and production delivery.

## Hard or material gaps

The end employer is unidentified. The posting seeks 8+ years leading engineering organizations; Keith has extensive cumulative leadership across multiple organizations, though exact continuous tenure framing should be confirmed. No target-industry claim beyond source-supported healthcare technology is made.

## Evidence map

1. Define enterprise AI/ML engineering strategy (weight 3, evidence 3/3) — Direct AI strategy, architecture, operating model, and delivery ownership.
2. Multi-year roadmap for client engagement and operations (weight 3, evidence 3/3) — Direct product/platform roadmaps and workflow transformation.
3. Prioritize AI opportunities for revenue and productivity (weight 3, evidence 3/3) — Direct business cases, portfolio prioritization, adoption, and quantified acceleration.
4. Deliver scalable GenAI and Agentic AI products (weight 3, evidence 3/3) — Direct production platform supporting 70+ automations across 20+ workflows.
5. Build and lead AI and data engineering teams (weight 3, evidence 3/3) — Built and led AI, data, software, and platform teams.
6. Responsible and compliant AI (weight 3, evidence 3/3) — Direct governance, privacy, bias, drift, auditability, and human controls.
7. 12+ years progressive technology leadership (weight 2, evidence 3/3) — Extensive leadership across software, cloud, data, AI, and products.
8. 8+ years engineering-organization leadership (weight 2, evidence 3/3) — Multiple documented leadership roles; exact cumulative accounting can be confirmed.
9. Verified end employer (weight 1, evidence 0/3) — Unidentified; retained under the 80%+ exception.

## Keyword diagnostic

Near-direct senior AI engineering leadership match across strategy, production GenAI/agents, roadmaps, teams, responsible adoption, transformation, and measurable outcomes.

## Full normalized job description

For our client, we are seeking a Senior Director AI/ML Engineering to join the team of a leader in the Healthcare space.
This senior leadership role will shape and execute the AI/ML engineering strategy across the enterprise, with a focus on delivering scalable solutions that improve client engagement and operational performance. The position will translate business priorities into high-impact AI products and workflows, while driving responsible adoption of Generative AI and Agentic AI capabilities. It will also partner closely with business and technology leaders to identify opportunities that improve revenue, productivity, and overall business outcomes.
Location: Remote - US based candidates only, no visa sponsorship available
Compensation: $203,200 – $348,400 annually
Responsibilities
Define and execute the AI/ML engineering strategy aligned with enterprise growth objectives
Establish a multi-year roadmap for AI-powered client engagement and operational capabilities
Identify and prioritize high-value AI opportunities for revenue and productivity improvements
Translate business opportunities into scalable AI-enabled products and workflows
Drive measurable business outcomes from AI investments
Build and lead high-performing teams of AI and data engineers
Champion responsible and compliant AI practices
Qualifications
Bachelor's degree in Computer Science, Engineering, Data Science, Mathematics, or a related discipline
12+ years of progressive technology leadership experience
8+ years leading engineering organizations delivering enterprise-scale software, data, or AI solutions
Experience leading AI/ML engineering teams in production with Generative AI and Agentic AI solutions
Proven track record of leading organizational transformation through technology innovation
Strong executive communication and stakeholder management skills
Benefits
Comprehensive benefits package
Incentive and recognition programs
Equity stock purchase
401k contribution options
Opportunities for professional development
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/4AHlh7p
- Cover letter: https://bit.ly/4y9cUQc
- Validation: PASS — 2-page resume (943 words), 1-page cover letter (219 words); PDF geometry, bounds, annotations, links, and visual pages verified.
- Google Drive used: No