Looking for a role where you actually get to solve complex IT challenges instead of just resetting passwords? Join a fast-moving, high-energy MSP that values innovation, career growth, and technical excellence. We’re looking for a Senior IT Systems Engineer who thrives on tackling advanced projects, optimizing IT environments, and ensuring client success.

If you’re ready to step up, work with the latest tech, and be part of a team that values collaboration and continuous learning, this is the opportunity for you.

What You’ll Be Doing:

  • Project Engineering: Lead IT projects including cloud migrations, server deployments, and network upgrades.
  • Escalation Support: Serve as the go-to expert for advanced troubleshooting across Windows, networking, and security.
  • Microsoft 365 & Azure Management: Deploy and manage SharePoint, Intune, Entra ID, and email migrations.
  • Active Directory & Intune: Configure and troubleshoot GPOs, Intune policies, and sync issues.
  • Network & Security: Configure, deploy, and troubleshoot firewalls, VPNs, and secure environments.
  • Mentorship & Documentation: Share your knowledge, help junior engineers grow, and document processes for efficiency.
  • Client Engagement: Work directly with clients to ensure seamless IT performance and drive continuous improvements.

What Makes You a Great Fit:

  • 5+ years in an MSP environment—you know how to juggle multiple clients and projects.
  • Strong hands-on experience with Windows Server, Microsoft 365, Azure, Entra ID, and Intune.
  • Expertise in networking, firewalls (Fortinet, Meraki), and site-to-site VPNs.
  • Experience with SharePoint migrations and cloud-based security best practices.
  • A natural problem-solver who can troubleshoot complex IT issues and resolve them for good.
  • Strong customer service skills—you know how to keep clients happy and informed.
  • Comfortable working onsite in Des Plaines and visiting client offices as needed.

Why Join Us?

  • Hybrid Work Setup: Work from home some days, come in for collaboration and strategy.
  • No Low-Level Tasks: You’ll work on meaningful projects, not just password resets.
  • Career Growth: We invest in training, certifications, and internal promotions.
  • Cutting-Edge Tech: You’ll always be working on the latest cloud, security, and network solutions.
  • Tight-Knit Team: We believe in strong communication, collaboration, and supporting each other.

Benefits:

  • Salary: $90,000-$100,000
  • Health Insurance through BCBS
  • Retirement Plan with 3% company match
  • PTO & Paid Holidays
  • Certification Reimbursement
  • Travel Reimbursement
  • Fun Team Culture – monthly team lunches, game nights, and quarterly team-building events

This is more than just a job—it’s an opportunity to be part of a growing company where your ideas matter, your skills are valued, and you have the chance to make a real impact.

Ready to take the next step? Apply now and let’s talk.

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