Level 2 Technician - Managed IT Services - MSP

• 401(k)
• Bonus based on performance
• Dental insurance
• Health insurance
• Paid time off
• Training & development
• Vision insurance

NerdsToGo of Chicago Downtown is a growing managed IT services (MSP) provider supporting small and mid-sized businesses across Chicago. We are hiring a full-time Level 2 Technician to own escalated tickets, client on-site visits, and hands-on infrastructure work across multiple client environments. This is a hybrid help desk + field role for an experienced technician who works independently, communicates clearly with non-technical clients, and can mentor junior techs.

Responsibilities

• Serve as the escalation point for Level 1 tickets and own complex issues through resolution
• Provide on-site support at client locations throughout the Chicago area (regular on-site visits; company vehicle provided)
• Administer Microsoft 365, Entra ID/Azure AD, and Windows Server across multiple client networks
• Configure and troubleshoot firewalls, switches, access points, VPNs, and Wi-Fi
• Manage endpoints via RMM/MDM tools; handle imaging, deployments, and patching
• Perform server maintenance, backup/disaster-recovery verification, and security hardening
• Document client environments and resolutions in the PSA/ticketing system
• Support client onboarding projects, hardware rollouts, and network buildouts
• Mentor Level 1 technicians and contribute to runbooks and SOPs

• 3+ years of hands-on IT support experience, including Tier 2 troubleshooting
• MSP or multi-client environment experience strongly preferred (ConnectWise, Atera, NinjaOne, or similar RMM/PSA tools a plus)
• Strong Microsoft 365 / Entra ID administration skills
• Hands-on experience with business networking — firewalls, managed switches, VLANs, VPNs, and business-grade Wi-Fi — plus solid fundamentals (TCP/IP, DNS, DHCP)
• Current, valid driver's license and the ability to travel to client sites as needed — required
• Professional, patient communication with non-technical business clients
• CompTIA A+/Network+/Security+ or Microsoft certifications a plus

$27–$33 per hour based on experience. Full time, based in downtown Chicago with regular travel to client sites in the metro area (company vehicle provided).

Compensation: $0.27 - $0.33 per hour

IT SERVICE PROFESSIONALS

NerdsToGo is dedicated to providing customers with fast, friendly, and knowledgeable Computer Service and Technology Solutions for a variety of devices. Our professional “Nerds” can help fix your Apple, Android, or Microsoft product, from cracked iPhones to slow or unresponsive laptops and everything in between.

JOIN OUR TEAM AT NERDSTOGO

At NerdsToGo, our technicians don’t just "go to work." Our business model has created a culture of excellence where Nerds are given the opportunity to grow and profit from their skills, while offering a high-standard of professional service to each and every one of our many loyal customers. If you are ready for an opportunity to do what you love doing, have fun, and be part of one of the fastest growing companies in the industry, you’ve come to the right place.

NOW HIRING!

We’re growing fast, so we’re looking for skilled applicants to fill positions throughout the country. If computers, smartphones, and tablets "speak to" you, or if you’re looking to expand your talents and start helping others with their IT problems, NerdsToGo may be the right fit for you.

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.