IT Technician (Tier 2)

We’re hiring an IT Technician to support a regional healthcare network. You’ll work from our Sharon office each day, handling escalated Tier 2 issues remotely and traveling to facilities across the region when hands-on support is needed. Because our end users are clinical and administrative staff, uptime, and careful documentation matter - a workstation that won’t connect is someone unable to chart a patient.

The right person is comfortable across Windows desktop and server environments, knows their way around a network stack, and writes clearly enough that the next technician can pick up where they left off. Linux experience is welcome but not required.

What You’ll Do

• Provide remote and onsite support to users across the network’s facilities
• Install, configure, and troubleshoot Windows 10/11 and Windows Server (2012 R2 through 2025)
• Diagnose hardware, software, and network problems end to end
• Install, monitor, and troubleshoot backup systems
• Review system logs, configurations, and error reports to identify root cause
• Follow Tier 2 playbooks and escalate cleanly when an issue exceeds them
• Capture reliable reproduction steps and identify workflow bottlenecks from the end user’s perspective
• Document tickets thoroughly - screenshots, screen recordings, log files, and the systems affected
• Maintain knowledge base articles so recurring issues get faster to solve
• Handle patient data in accordance with HIPAA and organizational security policy

• 2+ years in an IT Technician, Desktop Support, or comparable role
• Solid working knowledge of Windows 10/11 and Windows Server (2012 R2-2025)
• Networking fundamentals: TCP/IP, DHCP, DNS, VPN, firewalls
• Hands-on experience with backup platforms (Veeam, Datto, Acronis, or similar)
• Ability to work independently and troubleshoot analytically
• Clear written and verbal communication
• Valid driver’s license and ability to travel to regional sites up to 25% of the time

Nice to Have

• Linux administration or support (Ubuntu, CentOS, Red Hat)
• Ticketing systems (ConnectWise, ServiceNow, Jira, Autotask)
• Cloud environments (Azure, AWS, M365)
• Healthcare IT experience - EHR support, clinical workstations, or medical device connectivity
• Certifications: CompTIA A+, Network+, Security+, MCSA, or equivalent

$45,000 - $65,000 a year - Full-time, Pulled from the full job description

• Paid training
• 401(k)
• Health insurance
• Paid time off
• Vision insurance
• Dental insurance, * Competitive salary and benefits
• Paid certification and technical training
• A collaborative team that backs each other up
• Broad exposure to systems and environments across a regional network

Pay: $45,000.00 - $65,000.00 per year, * 401(k)

• Dental insurance
• Health insurance
• Paid time off
• Vision insurance