Senior IT Technician - Level 2 - Managed IT Services - MSP

Benefits:

• 401(k)
• Bonus based on performance
• Dental insurance
• Health insurance
• Paid time off
• Training & development
• Vision insurance
• Competitive salary
• Opportunity for advancement

Company Overview
NerdsToGo is a fast-growing technology services company with a mission to provide the best white-glove service in the business.

Job Summary
NerdsToGo of Chicago Downtown is a growing managed IT services provider for small and mid-sized businesses. We are hiring a full-time Senior IT Technician to be the escalation point for our Level 1 technicians and the person they learn from: reviewing their diagnoses, coaching them on site, and owning tough tickets through to resolution. Much of your week is on-site with clients in the Loop and nearby: administering Microsoft 365 and the cloud tools our clients run on, installing and troubleshooting networks and workstations, and leaving notes the next tech can act on. Your ability to lead and teach matters as much as your technical skill.

Responsibilities

• Be the escalation point for Level 1 technicians and own complex issues through resolution
• Review Level 1 diagnoses and sign off on parts and replacement recommendations
• Mentor Level 1 techs through ride-alongs and short trainings; turn repeat issues into runbooks
• Administer Microsoft 365 across client tenants: Exchange Online, Entra ID, Intune/Autopilot, MFA and conditional access, SharePoint/OneDrive/Teams, licensing and migrations
• Work daily in MSP cloud platforms: RMM/PSA, documentation, backup and security tools
• Provide on-site support across the Chicago area (a shared company vehicle is available so you don’t have to use your own)
• Install, configure and troubleshoot firewalls, switches, wireless, VLANs and VPNs; build and clean up racks; run site surveys and scope work before install day
• Verify before replacing: trace and test before calling hardware bad
• Verify backups, maintain servers and run security reviews for client environments
• Close tickets with root cause, what was verified and what the next visit needs

Requirements

• 5+ years of hands-on IT support, including Tier 2 escalations and on-site client work
• Experience mentoring, training or acting as the escalation point for other technicians
• Hands-on Microsoft 365 administration: Exchange Online, Entra ID, Intune, MFA/conditional access, licensing and migrations
• On-site network installation experience you can describe job by job, plus solid TCP/IP, DNS, DHCP, VLAN and VPN fundamentals
• Windows 10/11, Windows Server and macOS
• Valid driver's license with a clean record and the ability to lift network equipment — required
• Patient, professional communication with non-technical clients

Preferred

• MSP or multi-client environment experience
• MSP cloud tools such as ConnectWise, NinjaOne or Datto (RMM/PSA), IT Glue/Hudu, M365 and endpoint backup, EDR/MDR and DNS filtering
• Network+, Security+, CCNA or Microsoft certifications; PowerShell scripting

Pay & Schedule
$30–$38 per hour based on experience. Full time, based in downtown Chicago with regular travel to client sites (shared company vehicle available).

This franchise is independently owned and operated by a franchisee. Your application will go directly to the franchisee, and all hiring decisions will be made by the management of this franchisee. All inquiries about employment at this franchisee should be made directly to the franchise location, and not to Nerds To Go Corporate.