Level 2 IT Support Technician: Windows, Networking & Cloud

Talentify; Chicago (IL); On-site; USD 65,000 - 85,000; Full time

Benefits offered by this job

Medical and Dental

Disability insurance

401K program

Job summary

Talentify is seeking an experienced Support Technician - Level 2 to join our IT Services team in Chicago. You will provide hands-on desktop and system support for Windows and Mac environments, assist with server and cloud apps, and work directly with clients to troubleshoot incidents.

Ideal candidates have 3+ years in IT support, strong networking and Microsoft tech skills, and familiarity with tools like ConnectWise or Kaseya.

Qualifications

• 3+ years of IT experience in a support role or related area.
• Proficient with Microsoft technologies including AD, Group Policies, Office 365, Exchange, and Hyper-V.
• Strong TCP/IP networking and DNS/DHCP troubleshooting.
• Experience with firewalls, routers, switches, and wireless APs.
• Familiarity with Cisco, SonicWALL, Sophos and Meraki appliances.
• Experience with on-premises/cloud disaster recovery systems.
• Experience with malware remediation and AV/AM products such as Sophos or ESET.
• Knowledge of Windows desktop OS 7-10 and Windows Server 2008-2019.

Responsibilities

• Provide desk-side and remote IT support for desktops running Windows or MacOS.
• Support systems for Microsoft products, third-party software, and cloud apps.
• Address high-level system and network issues including performance outages.
• Handle network-level support: WAN/LAN, firewalls, and security.
• Implement remote access solutions including VPNs and Remote Desktop Services.
• Perform on-site maintenance and end-user support as needed.
• Track multiple issues in the ticketing system and update clients.
• Document technical procedures and escalate as required.
• Triage support calls and communicate incident progress to clients.

Skills

IT Support

AD / Group Policy

Office 365

Hyper-V

Networking TCP/IP

DHCP/DNS

Firewalls & Routers

VPN / RDS

ConnectWise

Kaseya

Mac/iOS knowledge

Windows OS 7-10

Windows Server 2008-2019

Malware remediation

SonicWALL/Sophos/Meraki

Cisco

Tools

ConnectWise

Kaseya

Cisco

SonicWALL

Sophos

Meraki

Job description

Talentify is seeking an experienced Support Technician - Level 2 to join our IT Services team in Chicago. You will provide hands-on desktop and system support for Windows and Mac environments, assist with server and cloud apps, and work directly with clients to troubleshoot incidents.

Ideal candidates have 3+ years in IT support, strong networking and Microsoft tech skills, and familiarity with tools like ConnectWise or Kaseya.