Cover Whale

Director of AI Engineering

Cover Whale

full-time

Posted on:

Location Type: Remote

Location: United States

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Salary

💰 $156,000 - $234,000 per year

Job Level

Lead

About the role

  • 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

  • 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
  • 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
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
agentic workflowsCI/CDquality assurance automationdeployment integritytrust modelspermission modelsevaluation pipelinesobservability pipelinesAI collaborationengineering system integrity
Soft Skills
engineering leadershipcoachingcollaborationproblem-solvingtransformation management