Windows Systems Engineer
About the role
Windows Systems Engineer responsible for owning and maintaining the Windows Server and Remote Desktop Services (RDS) infrastructure that powers Trellis AI’s fleet of computer-use agents, ensuring high reliability and scale.
Responsibilities
- Administer and maintain a fleet of Windows Server hosts: patching, reboots, and upgrades with minimal disruption
- Diagnose and remediate runaway processes, memory leaks, high CPU, and zombie sessions on live hosts
- Manage scheduled tasks for agent startup, watchdogs, and automated recovery
- Configure networking, service wrappers, and per-agent tunneling
- Own the identity and access plumbing — service accounts, permissions, and Group Policy / Active Directory where it touches the fleet
- Administer RDS Session Hosts: session limits, autologon, persistence, and recovery of dropped or frozen sessions
- Manage RDS licensing (CALs, grace periods) and troubleshoot licensing-related failures
- Handle loopback/local RDP architectures and use session shadowing to debug live agents
- Provision and decommission agents on demand, including service accounts, sessions, and per-agent environments
- Manage capacity, rebalance load across hosts, and scale session-host capacity up or down to match demand
- Roll out upgrades safely with staged/canary rollouts and clear rollback plans
- Maintain golden images so hosts and agents come up consistently and predictably
Qualifications
- 3+ years of experience in Windows systems engineering or similar role
- Experience with Windows Server administration, patch management, and upgrades
- Strong understanding of Windows networking, Active Directory, Group Policy, and service accounts
- Experience with Remote Desktop Services (RDS) administration and licensing
- Ability to provision and scale Windows-based infrastructure, including image management and deployment
Skills
About Trellis AI
AI for streamlining healthcare paperwork
Trellis helps healthcare providers treat more patients, faster—while eliminating pre-service paperwork. We automate document intake, prior authorizations, and appeals at scale to streamline operations and accelerate care. Our AI agent is trained on millions of clinical data points and converts messy, unstructured documents into clean, structured data directly in your EHR. With Trellis, leading healthcare providers and pharmaceutical companies were able to: 1. Reduce time to treatment by over 90% 2. Improve prior authorization approval and reimbursement rates 3. Leverage structured data to enhance drug program performance and clinical decision-making Administrative costs account for over 20% of U.S. healthcare spending—delaying care, draining revenue, and driving staff burnout while having less visibility into patient care than ever before. We built Trellis to tackle this head on.
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