Remote-First Help Desk II - Tier-2 IT & Security

Harbor IT; Boston (MA); Hybrid; USD 46,000 - 53,000; Full time

Benefits offered by this job

Competitive salary

Comprehensive benefits: health, dental

401(k) with match

Unlimited PTO

Job summary

Harbor IT, a Boston-based MSP, is seeking a Help Desk Technician II for a remote-first role with occasional onsite support in the Greater Boston area. You will handle complex tickets end-to-end, mentor junior technicians, and ensure uptime, security, and HIPAA/HPI compliance across healthcare and life sciences clients.

You will work under the Pod Manager within Harbor IT’s Service Delivery organization, collaborating with infrastructure and project teams to deploy, migrate, and upgrade systems

Qualifications

• Bachelor’s degree preferred in IS/CS or related field.
• 3+ years IT support experience in MSP or professional services.
• Experience supporting Microsoft 365, Intune, and MFA.
• Experience with Active Directory administration and hybrid identity configurations.

Responsibilities

• Serve as Tier 2 escalation point for complex hardware, software, and network issues.
• Troubleshoot Windows 10/11 issues, MFA problems, and printer/network failures.
• Administer and troubleshoot M365 components including Exchange Online, Teams, SharePoint, OneDrive.
• Maintain endpoint security and patching via RMM and security tooling.
• Create and maintain client-facing documentation and SOPs.
• Mentor Help Desk I technicians and participate in on-call rotation.

Skills

Troubleshooting

Problem-solving

Communication

Mentoring

Time management

Education

Bachelor’s degree in Information Systems or related

3+ years IT support experience

Tools

Microsoft 365

Azure

Entra ID

Intune

Active Directory

GPO management

EDR tooling (SentinelOne)

Job description

Harbor IT, a Boston-based MSP, is seeking a Help Desk Technician II for a remote-first role with occasional onsite support in the Greater Boston area. You will handle complex tickets end-to-end, mentor junior technicians, and ensure uptime, security, and HIPAA/HPI compliance across healthcare and life sciences clients.

You will work under the Pod Manager within Harbor IT’s Service Delivery organization, collaborating with infrastructure and project teams to deploy, migrate, and upgrade systems