Senior Techncial Support Specialist

Sierra ITS
Chicago, IL

We're Hiring: Senior IT Specialist | End-User Focused | Cross-Platform ExpertiseAre you passionate about delivering exceptional IT support with a client-first mindset? We're looking for a proactive and knowledgeable IT Support Specialist to join our team and help drive seamless technology experiences across Windows, macOS, Google Workspace, and Microsoft 365 environments.

What You'll Do:

  • Provide direct support to end users, ensuring a high level of customer satisfaction and technical resolution.
  • Manage and maintain Windows and macOS systems, including updates, configurations, and troubleshooting.
  • Administer Google Workspace and Microsoft 365 platforms, supporting user access, security, and productivity tools.
  • Handle tickets and workflows using a Professional Services Automation (PSA) tool, ensuring timely and accurate resolution.
  • Apply a strong understanding of cybersecurity best practices across all aspects of IT operations, from endpoint protection to identity management.
  • Bonus if you have experience with cloud/Azure

What We're Looking For:

  • Proven expertise in client-facing IT support roles.
  • Strong knowledge of Windows and macOS environments.
  • Hands-on experience with Google Workspace and Microsoft 365 administration.
  • Familiarity with ticketing systems and PSA workflows.
  • A solid grasp of cybersecurity fundamentals and how they apply to IT infrastructure.

This is a direct hire position, Monday through Friday, 8 to 5, with clients 1-2 days a week in Chicago.

If you're a tech-savvy problem solver who thrives in a dynamic environment and enjoys helping people, we'd love to hear from you!

Apply now or reach out directly to learn more. Contact me directly at b p e n n e y @ s i e r r a i t s if you want to reach out to me.

Posted 2025-08-07

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