IT Engineer, Endpoints

Overview

Headway’s mission is to build a new mental healthcare system accessible to everyone, focusing on automating administrative tasks and providing tools for therapists to manage their practices efficiently.

Key Responsibilities

• Execute projects to automate and streamline device lifecycle management across macOS, Windows, and ChromeOS.
• Build and maintain IAM workflows, configure groups and policies, and automate repetitive tasks using Bash, Python, or iPaaS tools.
• Partner with Security to ensure device trust and compliance in a HIPAA-regulated environment.
• Develop and operate BYOD programs and endpoint security controls in a regulated setting.
• Manage and report on endpoint operations, including OS patches and software deployments, with data-driven insights.
• Work closely with stakeholders to implement high-impact endpoint changes and maintain a light, predictable on-call rotation.

Requirements

• At least 3 years of hands-on experience managing macOS, Windows, and ChromeOS fleets at scale.
• Fluent in JAMF Pro, Microsoft Intune, and Google Chrome Enterprise Management.
• Solid knowledge of IAM, including scripting and configuring groups and policies.
• Experience with AI tools and experimentation in endpoint operations.
• Stakeholder-savvy and able to partner cross-functionally to implement impactful changes.
• Excellent project management skills and ability to manage up and across the organization.

Preferred Skills

• Experience with BYOD programs and endpoint security in a regulated environment.
• Knowledge of HIPAA, SOC 2, HITRUST, or similar compliance standards.
• Experience with identity and access management tools like Okta and Lumos.
• Experience with document creation and collaboration tools like Google Workspace and Confluence.
• Experience with ticketing systems like Jira Service Desk and ZenDesk.