The Endpoint Systems Engineer is a critical member of the IT infrastructure team, responsible for the lifecycle management of all endpoint devices across the organization. This role bridges security, operations, and automation — ensuring that every managed device remains compliant, current, and performing at its best. The ideal candidate is hands-on with RMM tooling, comfortable writing PowerShell automation, and thrives in a fast-paced managed services or enterprise IT environment.
Key Responsibilities
Endpoint Patching & Compliance
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Deploy, schedule, and validate OS and software patches across Windows/macOS endpoints using Kaseya VSA and Datto RMM
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Manage patch policies, rings, and compliance baselines through Microsoft Intune
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Generate regular patch compliance reports and present remediation plans for non-compliant devices
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Maintain patch SLAs and minimize exposure windows for critical CVEs
Application Management
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Package, deploy, and maintain third-party applications across the endpoint fleet via Intune and RMM tooling
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Manage application versioning, silent installs, and uninstall routines
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Monitor application health and ensure licensing compliance
Ticketing & Incident Management
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Triage, manage, and resolve endpoint-related tickets within ConnectWise Manage
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Document resolution steps clearly for knowledge base contribution
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Escalate complex issues appropriately while maintaining SLA commitments
Automation & Scripting
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Write and maintain PowerShell scripts to automate repetitive tasks such as software installs, system health checks, user provisioning, and reporting
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Develop and deploy scripts via RMM platforms at scale across managed endpoints
Asset & Documentation Management
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Maintain accurate endpoint inventory and configuration records through Liongard
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Ensure audit trails, change logs, and runbooks are up to date
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Contribute to internal IT documentation and SOPs
Security & Compliance
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Enforce endpoint security baselines (antivirus, EDR, encryption, MFA policies)
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Monitor for policy drift and remediate non-compliant devices proactively
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Collaborate with security teams on vulnerability management and endpoint hardening
Requirements
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Experience in endpoint management, systems administration, or MSP role
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Hands-on experience with Kaseya VSA, Datto RMM, and/or Microsoft Intune
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Proficiency in PowerShell scripting for automation and system management
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Experience with ConnectWise (Manage or Automate) for ticketing and workflow
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Familiarity with Liongard or similar documentation/asset platforms
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Strong understanding of Windows endpoint management (Group Policy, MDM, registry)
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Knowledge of patch management best practices and vulnerability frameworks (e.g., CVSS)
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Excellent troubleshooting and communication skills
Preferred / Bonus Skills
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Experience in a Managed Service Provider (MSP) environment
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Microsoft certifications (MD-102, AZ-800, or similar)
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Familiarity with macOS endpoint management
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Experience with endpoint security tools (CrowdStrike, SentinelOne, Defender for Endpoint)
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Basic networking knowledge (DNS, DHCP, VPN)