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

What You’ll Do:

Provide direct support to end users, ensuring high 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 to ensure timely and accurate resolution.

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.

This is a direct-hire position, Monday through Friday, 8 to 5, with clients in Chicago, 2-3 days a week. You must be local to apply for this position.

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.

Sierra ITS

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