Based in Oak Brook, IL, we are a security-focused Managed Service Provider supporting law firms, accounting firms, and investment organizations across Chicagoland. Our team operates with a proactive mindset, helping clients stay ahead of risk through strong standards, modern tooling, and consistent service delivery.
We are hiring a Level 2 Systems Administrator with MSP experience who thrives in a client-facing environment and enjoys working across Microsoft, security, and infrastructure technologies. This role offers Hybrid WFH flexibility, with a mix of remote support and onsite client visits as needed.
What You Will Do
- Provide day-to-day remote and onsite IT support for end users
- Manage tickets in ConnectWise and ensure clear client communication
- Respond to security, backup, and device alerts
- Support Microsoft 365, Windows Server, SharePoint, and Intune environments
- Assist with deployment projects including upgrades, migrations, and new technology rollouts
- Support VMware ESXi and cloud-based platforms
- Troubleshoot networking issues including TCP/IP and related protocols
- Work with EDR, vulnerability scanning, and security tools
- Collaborate with teammates to improve service delivery and client satisfaction
What You Bring
- 3+ years of IT support experience with exposure to MSP environments
- Strong troubleshooting skills across Windows and Microsoft 365
- Experience supporting networking fundamentals and security tools
- Comfort traveling to client sites as needed
- Professional communication skills and client-first mindset
- Curiosity and enthusiasm for technology
Compensation & Benefits
- Onsite training and ongoing career development
- Significant advancement opportunities for outstanding performers
- Health Insurance Plans with employer participation
- Dental & Vision plans
- 401K with employer match participation
- 15 days of PTO for new employees from the start
- Hybrid Work From Home
- Short and Long Term Disability coverage paid for 100% by employer
- Life Insurance coverage paid for 100% by employer
- Company Team Lunches provided every Friday
- Company Outings & Company Parties
