Helpdesk Specialist – Service Desk Support

Helpdesk Specialist – Service Desk Support (Contract-to-Hire)

Location:

North Haven, CT (Hybrid: 3 days on-site, 2 remote)

Contract:

1+ year, Contract-to-Hire (eligible for permanent hire after 6 months)

Schedule:

37.5 hours/week

We are seeking an experienced Helpdesk Specialist to join a dynamic Service Desk team, providing Tier I and Tier II technical support to a large enterprise user base. This role is primarily phone-based (80-100%) and requires strong troubleshooting skills across multiple platforms and business applications.

• Provide Tier I and Tier II support for enterprise applications, including web browsers, email (Outlook), HR and Procurement tools, and financial systems
• Diagnose and resolve hardware, software, and network-related issues; maintain ownership of tickets until resolution
• Troubleshoot complex issues remotely, including installation, configuration, and functional support of software and systems
• Perform preventative maintenance and ensure systems remain up-to-date with organizational and vendor standards
• Install and coordinate repair of computing devices and peripherals connected to the network
• Develop and maintain Knowledge Base content; provide informal training and guidance to clients and colleagues
• Ensure compliance with security policies and procedures
• Document all work in the departmental ticketing system daily

• 3-5 years of helpdesk or technical support experience in a Service Desk environment
• Strong knowledge of Windows XP and familiarity with Mac or Linux environments
• Certifications:
  
  A+, Network+, or vendor-specific (Microsoft, Dell, Apple)
• Excellent customer service skills, professional presence, and ability to work collaboratively
• Strong documentation and communication skills
• Experience with ticketing systems (HP Service Desk preferred)

• Previous experience supporting large-scale environments in Fortune 500, healthcare, or higher education sectors
• Familiarity with HR systems, procurement tools, and financial applications
• Basic network troubleshooting and backup restoration experience

• Comes from a high-volume Service Desk environment supporting thousands of end users
• Has worked in Fortune 500, healthcare, or higher education organizations where compliance and documentation are critical
• Comfortable handling 80-100% phone-based support and resolving Tier I and Tier II issues efficiently
• Holds industry certifications (A+, Network+, Microsoft, Dell, or Apple) and demonstrates strong technical troubleshooting skills
• Professional, customer-focused, and thrives in a collaborative team setting

• Hybrid schedule: 3 days on-site, 2 remote (initial training is on-site)
• 7.5-hour workdays, 37.5 hours per week

This position offers significant growth potential within a stable and forward-thinking organization. You’ll work in an environment that values professional development, promotes from within, and invests in the latest technology to keep the team ahead of industry trends.

This is a Contract to Hire position based out of North Haven, CT.

The pay range for this position is $22.00 – $26.00/hr.

Eligibility requirements apply to some benefits and may depend on your job classification and length of employment. Benefits are subject to change and may be subject to specific elections, plan, or program terms.

• Medical, dental & vision
• Critical Illness, Accident, and Hospital
• 401(k) Retirement Plan – Pre-tax and Roth post-tax contributions available
• Life Insurance (Voluntary Life & AD&D for the employee and dependents)
• Short and long-term disability
• Health Spending Account (HSA)
• Transportation benefits
• Employee Assistance Program
• Time Off/Leave (PTO, Vacation or Sick Leave)

This is a hybrid position in North Haven, CT.

This position is anticipated to close on Dec 15, 2025.

The company is an equal opportunity employer and will consider all applications without regard to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic protected by law.