✦ Luna Orbit — Software Engineering

Engineering Manager (Developer Tooling)

at Headway

📍 New York, New York, United States; San Francisco, California, United States; Seattle, Washington, United States Unknown Posted March 19, 2026
Type Not Specified
Experience mid
Exp. Years Not specified
Education Not specified
Category Software Engineering

Headway is seeking an Engineering Manager for Developer Tooling to lead efforts in building core developer experience systems, including CI/CD, observability, and AI-powered workflows, to enable efficient software development.

  • Lead developer tooling systems
  • Manage CI/CD pipelines
  • Improve developer velocity
  • Automate workflows
  • Integrate AI into developer tools

Role involves managing developer tooling systems, automating development workflows, improving system reliability, and integrating AI solutions to enhance developer productivity.

The ideal candidate is a mid-level software engineer with expertise in developer tooling, CI/CD pipelines, automation, and experience leading engineering teams to improve developer workflows.

Developer ToolingCI/CDAutomationTeam Leadership
AI IntegrationDeveloper ExperienceInfrastructure Automation
CI/CD ToolsDevelopment EnvironmentsObservability PlatformsDocumentation ToolsAI Tools
Developer ToolingCI/CDTest InfrastructureLocal Development EnvironmentsObservabilityDocumentation ToolingAI-powered Developer WorkflowsSoftware DevelopmentInfrastructureAutomation
Developer ToolingCI/CDTest InfrastructureLocal Development EnvironmentsObservabilityDocumentation ToolingAI-powered Developer WorkflowsSoftware DevelopmentInfrastructureAutomation
LeadershipCollaborationProblem-solvingCommunicationTeam Management
Industry Healthcare IT
Job Function Manage core developer experience systems to improve software development efficiency.
Role Subtype Software Engineering
Tech Domains CI/CD, Automation, Infrastructure
software engineerdeveloper toolingci/cdautomationdeveloper experienceinfrastructure automationai-powered workflowslocal developmentobservabilitydocumentation toolingteam leadershipsoftware developmentdevopsinfrastructureautomation engineerai workflowsdocumentation

Lack of experience with developer tooling, No leadership experience, Unable to work in multiple locations, No background in automation or CI/CD

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