About the Role

We’re looking for a technically skilled and motivated individual to join our team. You’ll work on client implementations ranging from structured IT projects to helpdesk tickets, reporting to Milford, CT for in-office work, clients in the area for on-site client support, and some remote work.

What You'll Do

· Execute technical implementations, migrations, and upgrades for client environments

· Complete scoped project tasks such as server deployments, firewall replacements, cloud migrations, and network upgrades

· Participate in new technology rollouts and infrastructure changes

· Support and implement technologies including:

o Microsoft 365, Azure, Windows Server

o Virtualization platforms (VMware, Hyper-V)

o Network infrastructure (LAN/WAN, switches, firewalls, wireless systems)

o SonicWall, Meraki, Unifi, Ruckus

· Communicate progress, blockers, and changes clearly with internal stakeholders and client contacts

· Document technical work and client environments using IT Glue

· Use Halo PSA for task management and time entry

· Use Ninja RMM for endpoint visibility and remote access

· Perform onsite work as needed to complete implementation tasks

· Be flexible with hours — some after-hours work may be required for cutovers or client scheduling

You’re a Good Fit If You:

· Enjoy solving problems and learning new technologies

· Can work independently but thrive in a team environment

· Communicate clearly with both technical teams and end users

· Are detail-oriented and committed to documentation

· Are flexible and dedicated — willing to work after hours when needed to get the job done

Position Details

· Job Type: Full-time

· Location: Milford or Bridgeport Connecticut for onsite work. | Remote

· Schedule: 8-hour shifts, Monday to Friday, with occasional after-hours work as needed

Job Type: Full-time

Ideal Background

· Strong foundational knowledge of Microsoft and networking technologies

· Interest in long-term technical growth

· Strong documentation and communication skills

Certifications that help you stand out (but are not required):

· Microsoft (AZ-104, AZ-800, MD-102, SC-300)

· Cisco CCNA or equivalent

· SonicWall SNSP or Fortinet NSE 5

· VMware VCP

· Google Workspace Administrator

401(k)
401(k) matching
Dental insurance
Health insurance
Life insurance
Paid time off
Parental leave
Professional development assistance
Referral program
Vision insurance

The Proactive Technology Group remote jobs

MSP IT Project Engineer | Hybrid Work

MSP IT Project Engineer | Hybrid Work