Director of AI Engineering

Cover Whale

Director of AI Engineering building next-gen platform for agentic software development. Leading and coaching a team for collaboration between humans and AI agents in engineering.

Posted 4/16/2026full-timeRemote • 🇺🇸 United StatesLead💰 $156,000 - $234,000 per yearWebsite

About the role

Key responsibilities & impact

Own the platform for agentic engineering pods including orchestration, trust boundaries, and evaluation pipelines
Ensure collaboration between humans and AI agents is safe and effective
Coach engineers through a shift in their roles to embrace AI collaboration
Maintain engineering system integrity and quality gates for AI outputs
Collaborate with Technical Program Leader to resolve engineering flow bottlenecks

Requirements

What you’ll need

Seasoned engineering leadership with a thorough understanding of agentic workflows as they relate to agentic software engineering
Deep understanding of CI/CD, quality assurance automation, and deployment integrity in high-velocity environments
Track record of leading engineering teams through significant technology or process transformations
Ability to architect trust and permission models for systems where automated agents produce production artifacts
Hands-on experience with Anthropic toolsets such as Claude Code and associated Claude tooling (preferred)
Background in insurtech, fintech, or other regulated industries where compliance and security oversight are table stakes (preferred)
Experience implementing evaluation and observability pipelines for AI-generated output (preferred)

Benefits

Comp & perks

401(k) company match up to 4 %
Comprehensive health (Blue Shield Blue Cross) with employer contribution up top 100%, dental, and vision insurance
Maternity & Paternity Leave
Gym Reimbursement up to $400 per year
Professional education reimbursement up to $500 per year
Generous paid time off and company holidays

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

agentic workflowsCI/CDquality assurance automationdeployment integritytrust modelspermission modelsevaluation pipelinesobservability pipelinesAI collaborationengineering system integrity

Soft Skills

engineering leadershipcoachingcollaborationproblem-solvingtransformation management