IT Support Engineer: End-to-End Helpdesk & Systems

WIN; Greenwich (CT); Hybrid; USD 65,000 - 90,000; Full time

Job summary

WIN is seeking a Technical Support Engineer to deliver comprehensive IT support across the organization. The role covers full lifecycle support from onboarding to offboarding, plus hands-on infrastructure maintenance.

You will resolve issues promptly, document cases in WIN’s Help Desk system, and collaborate with multiple IT teams and external vendors. The ideal candidate has 2+ years in IT support, strong Windows Server/AD/VMware experience, and excellent communication skills.

Qualifications

• Bachelor’s degree or equivalent real-world experience in IT
• Minimum 2 years hands-on IT support, network troubleshooting, and help desk
• Proven proficiency with Windows 10, Office Suite, and Windows Server environments (2008–2019)
• Strong desktop and network hardware support, plus TCP/IP, DHCP, DNS, AD, DFS, GPOs, VMware, SAN, and data security practices

Responsibilities

• Serve as first-line support for onsite and remote users in a secure environment
• Provide end-to-end technical support including installation and troubleshooting of servers, workstations, laptops, and mobiles
• Perform hardware and software upgrades to maintain system performance
• Configure, test, and deploy systems including OS and applications
• Administer enterprise systems such as Active Directory, Exchange, VMware, endpoint management, Mitel phones, and networked printers
• Collaborate with IT teams, project managers, and offshore teams
• Engage with external vendors for procurement and support
• Diagnose and resolve networking, business app, and peripheral issues
• Participate in planning and implementing new hardware/software initiatives
• Provide after-hours on-call support and off-hours maintenance

Skills

Analytical thinking

Communication skills

Time management

Customer-focused mindset

Education

Bachelor’s degree in Information Technology or Computer Science

Associate degree + relevant certifications

Tools

Windows Server

Active Directory

Microsoft Exchange 2016

VMware

Office 365 / Microsoft Office Suite

Job description

WIN is seeking a Technical Support Engineer to deliver comprehensive IT support across the organization. The role covers full lifecycle support from onboarding to offboarding, plus hands-on infrastructure maintenance.

You will resolve issues promptly, document cases in WIN’s Help Desk system, and collaborate with multiple IT teams and external vendors. The ideal candidate has 2+ years in IT support, strong Windows Server/AD/VMware experience, and excellent communication skills.