Help Desk Technician

BrightWorks IT; City of Poughkeepsie (NY); On-site; USD 42,000 - 64,000; Full time

Benefits offered by this job

Certification reimbursement

Health, dental, and vision insurance

401(k) with company match

Career development path

Mentorship

Job summary

Brightworks IT in Poughkeepsie, NY is seeking a Help Desk Technician to join our front-line support team. You will be the first point of contact for managed services clients, providing remote and onsite support across Windows, Microsoft 365, and network environments.

This hands-on role requires troubleshooting, documenting issues, and collaborating with senior engineers within an SLA-driven framework. If you enjoy helping non-technical users and want a clear career path from Help Desk to Systems

Qualifications

• Minimum 1–3 years of help desk or MSP experience.
• Strong knowledge of Windows and Microsoft 365.
• Ability to document steps and manage tickets effectively.
• Reliable transportation for onsite visits.

Responsibilities

• Provide Tier 1/2 support via phone, email, and ticketing system (ConnectWise Manage).
• Troubleshoot Windows workstations/servers, Office 365, AD, networking, printers, VPN.
• Document all work in ConnectWise with time entries and statuses.
• Administer Exchange Online, Teams, SharePoint, OneDrive including provisioning and licenses.
• Triage and respond to RMM alerts (Kaseya/Datto) for issues and security events.
• Perform onsite work for deployments and troubleshooting at client sites.
• Follow security policies and escalate potential incidents to SOC.

Skills

Windows 10/11

Windows Server 2016-2022

Active Directory

Group Policy

Microsoft 365 administration

Networking fundamentals

Customer service skills

Ticket/ITSM

Education

CompTIA A+

CompTIA Network+

CompTIA Security+

Microsoft 365 certifications (MS-900, AZ-900, MD-102)

Tools

Kaseya

Datto

ConnectWise Automate

ConnectWise Manage

Exchange Online

Teams

SharePoint

OneDrive

Job description

Poughkeepsie, United States | Posted on 10/13/2026

• Salary Competitive salary based on experience + certification bonuses
• City Poughkeepsie
• State/Province New York
• Country United States

About Us

BrightWorks IT is a family of MSP’s whose values are rooted in serving clients and being a part of a community. The staff members and technicians at each location are teams that have been together for decades. They collaborate daily, and are on call around the clock, to serve our client’s needs.

Our locations combined have 100’s of years of experience. We serve the law firm or doctors office next door, and we are also able to scale teams in a matter of days to meet the needs of the largest businesses with the most complex technology needs.

No matter your industry, we have the certified staff members and experience to make you, and keep you, compliant.

Our joined forces across locations and network of constantly connected technicians, allow us to serve you better and faster, and offer the services of teams of people for a fraction of the cost of one full-time IT employee.

The BrightWorks IT team of consultants, vCIO’s, vCTO’s, techs and contractors are here to help, give us a call.

Job Description

Help Desk Technician — Brightworks IT

Location: Poughkeepsie, NY | Type: Full-Time

About Brightworks IT

Brightworks IT is a leading managed services provider (MSP) delivering comprehensive IT solutions to businesses across the Northeast and Mid-Atlantic. We support hundreds of clients across diverse industries, providing proactive IT management, cybersecurity, cloud services, and responsive technical support.

About the Role

We are hiring a Help Desk Technician to join our front-line support team. You will be the first point of contact for our managed services clients, providing remote and occasional onsite technical support across a wide range of IT environments.

This is a hands‑on technical role where you will troubleshoot, resolve, and document issues daily — from password resets and email problems to server alerts and network connectivity issues. You will work within a structured dispatch and escalation framework, collaborating with senior engineers on complex problems.

What You Will Do

• Provide Tier 1/Tier 2 Support: Respond to inbound service requests via phone, email, and ticketing system (ConnectWise Manage), resolving issues within SLA targets
• Troubleshoot Across Environments: Diagnose and resolve issues related to Windows workstations and servers, Microsoft 365, Active Directory, networking, printers, VPN, and line‑of‑business applications
• Manage Tickets Effectively: Document all work thoroughly in ConnectWise, maintain accurate time entries, update ticket statuses, and elevate appropriately when needed
• Support Microsoft 365: Administer Exchange Online, Teams, SharePoint, OneDrive — including user provisioning, mailbox management, and license assignments
• Monitor & Respond to Alerts: Triage RMM alerts (Kaseya/Datto) for disk, CPU, memory, backup failures, and endpoint security events
• Perform Onsite Work: Travel to client sites as scheduled for hardware deployments, network installations, and hands‑on troubleshooting
• Follow Security Protocols: Adhere to client security policies, handle MFA/SSO issues, and elevate potential security incidents to the SOC team
• Contribute to Documentation: Update IT Glue and internal knowledge base articles with solutions, procedures, and client‑specific configurations

What You Bring

• 1-3 years of experience in a help desk, IT support, or MSP environment
• Strong knowledge of Windows 10/11, Windows Server 2016-2022, Active Directory, Group Policy
• Hands‑on experience with Microsoft 365 administration (Exchange Online, Teams, Azure AD/Entra ID)
• Solid understanding of networking fundamentals — TCP/IP, DNS, DHCP, VPN, VLANs, Wi-Fi
• Experience with RMM tools (Kaseya, Datto, ConnectWise Automate) and PSA ticketing systems (ConnectWise Manage)
• Excellent customer service skills — you are patient, clear, and professional with non-technical users
• Ability to prioritize and manage multiple open tickets in a fast‑paced environment
• Reliable transportation for onsite visits

Preferred Qualifications

• CompTIA A+, Network+, or Security+ certification
• Microsoft certifications (MS-900, AZ-900, MD-102)
• Experience with EDR/XDR platforms (SentinelOne, CrowdStrike)
• Familiarity with backup solutions (Datto, Veeam, Axcient)
• PowerShell scripting experience

What We Offer

• Competitive salary based on experience
• Certification reimbursement and study time
• Health, dental, and vision insurance
• 401(k) with company match
• Structured career path from Help Desk -> Systems Engineer -> Senior Engineer
• Supportive team environment with mentorship from experienced engineers

Brightworks IT is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.