Position Overview
This is a hands-on IT role combining:
- Level 1 support (frontline user issues)
- Level 2 troubleshooting (escalations)
- Select Level 3 responsibilities (advanced issues / projects)
You will be expected to own tickets from start to finish, regardless of complexity level.
(Level 2/3 roles typically handle escalations and complex issues beyond basic troubleshooting.)
Responsibilities
Level 1 Support (as needed)
- Respond to user issues (password resets, workstation issues, basic M365 support)
- Perform user onboarding/offboarding and device setup
- Provide in-person and remote support for day-to-day problems
- Maintain strong customer service and communication
Level 2 / 3 Support
- Handle escalated technical issues from Level 1
- Perform advanced troubleshooting and root cause analysis [devsdata.com]
- Support and maintain:
- Windows workstations and servers
- Microsoft 365 / Entra ID
- Networking (firewalls, VPNs, switches)
- Troubleshoot performance, security, and connectivity issues
- Work on projects (deployments, migrations, upgrades)
Requirements
- 3–5+ years of IT support experience
- Comfortable working across both basic and advanced support tasks
- Strong troubleshooting skills across:
- Windows OS / Windows Server
- Microsoft 365
- Active Directory / Entra ID
- Networking fundamentals
- Experience with:
- PSA tools (Autotask preferred)
- RMM tools (Datto RMM or similar)
- Ability to own tickets from intake through resolution
- Strong communication and documentation skills
- Valid driver’s license (for onsite client visits)
Nice to Have
- MSP experience
- Hyper-V / virtualization
- Backup solutions (Veeam, Datto, etc.)
- Security stack experience (MFA, endpoint protection, email security)
Company Description
We are an IT services provider supporting small and mid-sized businesses across the Chicagoland area. We deliver proactive IT management, cybersecurity, cloud services, and onsite support to keep client environments secure, stable, and efficient. Our approach focuses on strong processes, clear documentation, and accountability to ensure consistent and reliable service delivery.