We're a fast-moving IT service provider supporting businesses throughout the Chicagoland area. As we grow, we're hiring a Level 2 Technician with real-world MSP experience and a strong background in both macOS and Windows support to help us deliver exceptional service to our clients.
This isn't a standard help desk job. You'll be a hands-on technical resource for a wide range of business environments, managing complex support issues, driving resolution, and ensuring smooth operations across endpoint devices, networks, servers, and collaboration tools.
You'll spend most of your time working remotely-after a short in-office training period, this role shifts to 80% work-from-home with occasional client site visits in the greater Elgin area.
Day to Day Responsibilities:- Taking ownership of escalated technical support issues for macOS and Windows users
- Managing macOS environments with tools like JAMF, FileWave, and Apple Business Manager
- Troubleshooting VoIP, remote work infrastructure, MDM, and networking issues
- Documenting fixes and client environments thoroughly and clearly
- Contributing to knowledge-sharing across the service desk team
- Staying current on certifications and expanding your technical skill set
Your Background Includes:- 1+ year working in an MSP setting, supporting multiple client environments
- Proficiency with macOS and Windows 11 systems, including remote support tools
- Experience with Apple Business Manager and MDM platforms (JAMF, FileWave, etc.)
- Understanding of networking basics (LAN/WAN, DNS, DHCP, VPN)
- Exposure to scripting (PowerShell, Bash, or Python) is a bonus
- Excellent customer service, documentation, and communication skills
Benefits:- 100% company-paid health, dental, and vision insurance
- 401(k) with 3% company match
- 80% remote work model after onboarding
- 13 PTO days + 7 paid holidays
- Certification reimbursement + dedicated training resources
- Mileage reimbursement for on-site client visits