IT Systems Administrator

Haffner'sLawrence, MA

About The Position

We are seeking an end-user focused, and proactive IT System Administrator with deep expertise in Microsoft technologies to manage, maintain, and optimize our IT infrastructure across a multi-site organization with 1,000+ endpoints. This role is critical to ensuring the reliability, security, and performance of our systems, with a strong focus on Microsoft 365, Windows Server/Azure/HyperV, Entra/Active Directory, Meraki Networks, Kaysea RMM and daily operations including monitoring, networking, security operations, and automation. Collaborate closely with the IT team to deliver reliable end-user support and infrastructure outcomes, mentor desktop/support technicians through troubleshooting and best practices, and partner with Senior Engineers and Architects on design reviews, escalations, and the implementation of new Microsoft-based solutions and standards.

Requirements

  • Proven experience as a System Administrator or similar role in a Microsoft-centric, multi-site environment.
  • Strong knowledge of Microsoft 365, Windows Server, Active Directory, and Azure/Entra ID in a hybrid configuration.
  • Hands-on experience with hybrid identity administration including AD Connect, conditional access, and GPO management.
  • Demonstrated experience managing endpoints at scale using Intune, SmartDeploy, Autopilot, and patch management tooling.
  • Proficiency in PowerShell scripting for automation and administration; Python experience is a plus.
  • Strong familiarity with networking fundamentals (TCP/IP, DNS, firewalls, VPNs, SSL/TLS certificates).
  • Experience with Cisco Meraki network administration including dashboard management, VLAN configuration, and wireless deployment.
  • Experience with security operations including endpoint protection, alert investigation, and phishing response.
  • Excellent problem-solving and communication skills.
  • BS/BA in Computer Science, Information Technology, System Administration, or a related field, or equivalent experience.
  • Relevant industry certifications such as Microsoft Certified Systems Administrator (MCSA), CompTIA Network+, Cisco Certified Network Associate (CCNA), etc.
  • 3+ years of experience in system/network administration.
  • Proven experience in managing and troubleshooting server and network environments.
  • Strong background in IT security practices and data management.
  • Experience with monitoring platforms such as PRTG.
  • Familiarity with RMM tools such as Kaseya VSA X.
  • Experience with FortiGate firewall administration.
  • Knowledge of cloud security best practices.
  • Familiarity with ITIL or other service management framework.
  • Strong team fit is essential; we are looking for a System Administrator who is highly motivated.

Nice To Haves

  • Python experience is a plus.
  • Relevant certifications (e.g., AZ-104, MS-102, SC-200, CCNA) are a plus.

Responsibilities

  • Administer and support Microsoft 365 services including Exchange Online, SharePoint, Teams, and Intune.
  • Manage hybrid identity infrastructure across on-premises Active Directory and Entra ID, including AD Connect synchronization, conditional access policies, and Group Policy.
  • Maintain and troubleshoot DNS/DHCP configurations across internal and external providers including Cloudflare.
  • Manage endpoint lifecycle at scale using Microsoft Intune, SmartDeploy, Autopilot, compliance policies, and configuration profiles.
  • Administer and maintain Cisco Meraki networking infrastructure including switches, wireless access points, and security appliances across multiple sites.
  • Implement and maintain endpoint security using Microsoft Defender for Endpoint, and coordinate incident responses for security alerts.
  • Conduct security awareness initiatives including phishing simulations via Microsoft Attack Simulator.
  • Support SIEM operations including Microsoft Sentinel log ingestion, alerting, and tuning.
  • Manage and maintain monitoring infrastructure (PRTG), RMM tooling (Kaseya VSA X), and firewall administration (FortiGate).
  • Develop and maintain PowerShell and Python scripts for automation, reporting, bulk administration, and compliance workflows.
  • Support virtualization platforms (Hyper-V or VMware) and storage systems including Azure Stack HCI.
  • Collaborate with IT leadership on infrastructure upgrades, cloud migrations, and disaster recovery planning.
  • Provide Tier 2/3 support for escalating technical issues across a multi-site environment.
  • Document system configurations, procedures, and troubleshooting steps.

Benefits

  • Salary is based on a range of factors that include relevant experience, knowledge, skills, and other job-related qualifications.
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