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Systems Administrator - Remote

100% remote Flexible hours Hiring now

Our client is a venture-backed, AI-native healthcare provider rebuilding home health from the ground up. By automating the massive administrative burden that plagues the industry, they are able to pay clinicians more and provide better care to patients. This is a rare opportunity to join a high-growth "hyper-scaler" as a foundational IT hire. You will be responsible for building the infrastructure that supports a growth trajectory over the next 18 months. Your Mission

  • Architect the Bedrock: Own the deployment and maintenance of a core Microsoft 365, Entra ID, and Intune environment designed for massive scale.
  • Lead M&A Integrations: Our client is growing via aggressive acquisition. You will be the technical lead for "Day 1" integrations-sunsetting legacy systems and migrating users into a unified, secure platform.
  • Secure a Distributed Workforce: Manage and secure 800+ (and growing) endpoints across Windows, macOS, and mobile devices using modern MDM strategies.
  • Build the Playbook: You aren't just following a process; you are writing the repeatable IT integration playbooks that will be used for years to come.

Who You Are

  • The Veteran: You have 7+ years of experience in enterprise systems administration, specifically within the Microsoft 365 stack.
  • The Specialist: You have deep, hands-on experience with Entra ID and Intune. If you can't talk through advanced conditional access policies or Autopilot configurations, this isn't the role for you.
  • The Hybrid Expert: You are equally comfortable managing macOS and iOS devices in an enterprise setting as you are with Windows.
  • The Compliance Mindset: You've worked in highly regulated environments (Healthcare, Finance, etc.) and understand how to maintain security without slowing down the business.
  • The Doer: You are a primary individual contributor who enjoys solving ambiguous problems in a fast-paced environment.

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