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About the Role

CherryRoad Technologies is seeking a motivated and customer-focused Client Helpdesk Specialist to provide on-site technical support and maintain strong client relationships in Middletown, NY. The specialist will manage video streaming services and handle traditional helpdesk duties, including phone calls, emails, and project assistance.

Responsibilities

• Act as one of two primary on-site IT specialists, providing technical support to end users and resolving hardware, software, and networking issues.
• Deliver responsive and friendly helpdesk support for both in-person and remote users, working on-site in Middletown five days per week.
• Assist with IT projects such as system upgrades, deployments, migrations, and configuration updates.
• Contribute to the development of IT policies, procedures, and documentation.
• Participate in strategic initiatives including cybersecurity & risk management, backup and continuity planning, infrastructure & network management, and compliance and IT audit preparation.
• Perform other related duties as assigned to support the client’s IT environment.

Requirements

• Minimum 2 years of proven experience in IT helpdesk support, desktop support, or similar role.
• Strong troubleshooting skills across Windows and common enterprise applications.
• Basic networking knowledge (LAN/WAN, VPN, Wi-Fi troubleshooting).
• Experience with audio and video equipment, including projectors and microphones.
• Familiarity with video streaming technologies and troubleshooting live streaming events using YouTube integrated with Zoom.
• Excellent communication and interpersonal skills, with the ability to interact effectively with clients and internal teams.
• 1+ year previous experience with IT ticketing tools.
• Ability to work independently on-site, managing multiple tasks and priorities effectively.
• Ability to work independently with little supervision.
• Some network experience preferred.

Skills

• Troubleshooting
• Windows
• Enterprise applications
• Networking
• LAN/WAN
• VPN
• Wi-Fi troubleshooting
• Audio equipment
• Video equipment
• Video streaming technologies
• YouTube
• Zoom
• Communication
• Interpersonal skills
• IT ticketing tools

Location

• Middletown, NY

Work Type

• On-site

Experience Level

• Minimum 2 years of experience

About the Company

• CherryRoad Technologies is seeking to hire a highly motivated and customer-focused Client Helpdesk Specialist.

Equal Opportunity

• CherryRoad is an Equal Opportunity Employer. We consider all qualified applicants without regard to legally protected characteristics, including disability and protected veteran status.