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Systems Administrator I

Chicago💼 Full-time🗓 2026-09-03 → 2026-09-26

Core

Ensure Hopscotch Primary Care's core IT platforms are reliable, well-operated, and continuously improving to support scaling clinical operations and service quality.

Role type

Systems Administrator I (Infrastructure & Operations)

Builds

Internal tools, automations (AI agents, pipelines, Playbooks), and IT infrastructure for corporate and clinic environments.

Domain

Healthcare (Primary Care) + IT Infrastructure

Deliverable

production ML models | infrastructure

Required skills

Lifecycle management of hardware/software, Endpoint and server management, Cloud platform and SaaS administration, Identity & Access Management (IAM), Security and compliance configuration, Infrastructure automation, Incident monitoring and trend analysis, Change management, Disaster recovery planning.

Preferred skills

Mac and Windows identity/endpoint management, Network management (VLAN/WLAN), Cybersecurity principles (CIA), AI tooling (Claude, ChatGPT), CompTIA certifications.

Technologies

Azure Playbooks, Foundry pipelines, AI agents, Mac, Windows, VLAN, WLAN.

Responsibilities

Own full lifecycle of core IT systems; manage hardware/software lifecycle; configure endpoints and servers; administer cloud platforms and IAM; ensure security/compliance standards; monitor service quality metrics; drive infrastructure efficiency via automation; design internal tools; maintain IT standards and policies; support disaster recovery; provide technical support and escalate complex issues.

Seniority

Junior to Mid-level, hands-on IC

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