Regional IT Support Specialist

Regional IT Support Specialist Southern Connecticut Territory (New Haven – Stamford) $55,000 - $65,000 + Overtime + Mileage Reimbursement Looking for More Than a Help Desk Job?

A growing, multi-site environmental and industrial services organization is seeking a hands-on IT professional to support operations throughout Southern Connecticut.

This is an ideal opportunity for someone with 1-3 years of IT support experience who wants more than password resets and ticket queues. You'll become the primary technology resource for a defined territory, supporting employees across multiple locations while gaining exposure to infrastructure, networking, Microsoft 365, cloud technologies, hardware deployments, and technology modernization initiatives.

If you're the type of person who enjoys solving problems, learning new systems, and spending time in the field instead of sitting behind a desk all day, we'd love to hear from you.

• Become the go-to IT resource for an important and growing territory
• Enjoy a highly visible role with real ownership and autonomy
• Gain exposure to infrastructure, networking, cloud technologies, security initiatives, and large-scale IT projects
• Work with a collaborative team while maintaining significant independence in your day-to-day responsibilities
• Support a diverse mix of office, operational, and industrial environments
• Consistent overtime opportunities that can increase annual earnings
• Strong benefits package including healthcare, retirement benefits, paid time off, and mileage reimbursement
• Clear career growth opportunities into Systems Administration, Infrastructure, and Engineering roles

• Provide hands-on IT support across multiple locations throughout Southern Connecticut
• Travel between sites resolving hardware, software, connectivity, and end-user issues
• Serve as the primary IT presence within your assigned territory
• Support Windows environments, Microsoft 365, user administration, and endpoint technologies
• Configure and deploy laptops, desktops, mobile devices, and peripherals
• Troubleshoot network connectivity and support cloud-managed technologies
• Assist with system upgrades, refresh projects, and technology rollouts
• Build strong relationships with users and become a trusted technology resource
• Collaborate closely with a centralized IT team while managing field priorities independently

• You enjoy variety and don't want to be tied to one desk or office
• You take ownership of issues and see them through to resolution
• You're comfortable working independently and managing your own schedule
• You enjoy helping people and building relationships with end users
• You're naturally curious and enjoy learning new technologies
• You want a long-term career path with opportunities to grow

• 1-3+ years of IT Support, Desktop Support, Field Services, or Technical Support experience
• Strong experience supporting Windows environments
• Familiarity with Microsoft 365 technologies
• Excellent troubleshooting and problem-solving skills
• Strong customer service and communication abilities
• Valid driver's license and willingness to travel throughout Southern Connecticut
• Ability to work independently and prioritize competing demands

• Active Directory or Microsoft Entra
• Intune or endpoint management platforms
• Basic networking troubleshooting
• Device deployment and imaging
• Cloud technology exposure
• Experience supporting multiple sites or field locations