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

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

Position Summary

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.

Key Responsibilities

• 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

Required Qualifications

• 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)

Preferred Background

• 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

Ideal Candidate Profile

• 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

Work Environment

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

Why This Role?

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.
Job Type & Location
This is a Contract to Hire position based out of North Haven, CT.
Pay and Benefits
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. If eligible, the benefits
available for this temporary role may include the following:
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)
Workplace Type
This is a hybrid position in North Haven,CT.
Application Deadline
This position is anticipated to close on Dec 15, 2025.
>About TEKsystems:
We're partners in transformation. We help clients activate ideas and solutions to take advantage of a new world of opportunity. We are a team of 80,000 strong, working with over 6,000 clients, including 80% of the Fortune 500, across North America, Europe and Asia. As an industry leader in Full-Stack Technology Services, Talent Services, and real-world application, we work with progressive leaders to drive change. That's the power of true partnership. TEKsystems is an Allegis Group company.

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

About TEKsystems and TEKsystems Global Services

We're a leading provider of business and technology services. We accelerate business transformation for our customers. Our expertise in strategy, design, execution and operations unlocks business value through a range of solutions. We're a team of 80,000 strong, working with over 6,000 customers, including 80% of the Fortune 500 across North America, Europe and Asia, who partner with us for our scale, full-stack capabilities and speed. We're strategic thinkers, hands-on collaborators, helping customers capitalize on change and master the momentum of technology. We're building tomorrow by delivering business outcomes and making positive impacts in our global communities. TEKsystems and TEKsystems Global Services are Allegis Group companies. Learn more at TEKsystems.com.

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.