# Ladders — Engineering Manager, AI Transformation

- Generated: 2026-09-17 10:30:45 PM EDT
- Original/canonical posting: https://www.linkedin.com/jobs/view/4466252433/
- Provider: LinkedIn
- Posted: approximately 2026-09-17 07:30 AM EDT (from '15 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: $169,100-$235,700 annually
- Travel: Not disclosed
- Positioning track: Technical manager
- Fit outcome: PASS — 95%

## Direct-match strengths

Hands-on LLM and agent products, Python, cloud-native architecture, CI/CD, operational maturity, regulated financial-services technology, team development, stakeholder management, and scalable delivery.

## Hard or material gaps

The end employer is not named. TypeScript is not documented, but the posting expressly accepts TypeScript and/or Python, and Keith has extensive Python evidence.

## Evidence map

1. Lead and develop an AI engineering team (weight 3, evidence 3/3) — Built and led an 11-person AI engineering team.
2. Architecture and delivery of AI solutions (weight 3, evidence 3/3) — Direct strategy-through-production platform ownership.
3. Agentic workflows and AI integrations (weight 3, evidence 3/3) — Direct agents, MCP, RAG, APIs, and workflow orchestration.
4. Cloud-native architecture and CI/CD (weight 3, evidence 3/3) — Direct AWS, services, containers, CDK, and CI/CD.
5. Python or TypeScript (weight 2, evidence 3/3) — Extensive Python satisfies the either/or requirement.
6. Operational maturity (weight 2, evidence 3/3) — Direct evaluation, observability, security, incidents, and releases.
7. Regulated financial-services experience (weight 2, evidence 3/3) — Direct MassMutual privacy and AI-governance delivery.

## Keyword diagnostic

Near-direct match across AI engineering leadership, agents, Python, architecture, CI/CD, regulated environments, team development, and cross-functional delivery.

## Full normalized job description

For our client, we are seeking a Engineering Manager, AI Transformation to join the team of a leader in the Finance & Insurance space.
This role will lead a hands-on engineering function focused on applying AI to improve how technology solutions are designed, delivered, and operated. The manager will guide technical direction, support team development, and help translate business priorities into scalable AI-enabled engineering outcomes. This position also requires strong cross-functional partnership to align architecture, delivery, and operational rigor with organizational goals.
Location: Remote - US based candidates only, no visa sponsorship available
Compensation: $169,100 – $235,700 annually
Responsibilities
Lead and develop the AI Transformation engineering team
Oversee architecture and delivery of AI solutions
Guide technical decisions on agentic workflows and AI integrations
Collaborate with cross-functional teams to align engineering with business goals
Drive operational maturity and CI/CD practices across solutions
Qualifications
7+ years of software engineering experience, including 2+ years in technical leadership roles
Hands-on experience with LLM-based or agent-driven AI products
Knowledge of cloud-native architecture and CI/CD practices
Proficiency in TypeScript and/or Python programming languages
Proven track record in engineering team development
Strong stakeholder management and communication skills
Experience in regulated environments, such as fintech, is advantageous
Benefits
Work in a hands-on technical leadership role
Opportunity to shape a high-performance engineering culture
Engage in modern engineering practices with a focus on AI
Collaborative environment with cross-functional stakeholders
Growth potential within the rapidly evolving AI domain
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/4h0L4Q6
- Cover letter: https://bit.ly/3UPQ5SX
- Validation: PASS — 2-page resume (907 words), 1-page cover letter (205 words); PDF geometry, bounds, annotations, links, and visual pages verified.
- Google Drive used: No