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Information Technology 🏢 Full Time ⭐️ Verified

Senior IT Support Specialist - Remote

Chicago Tech Solutions
Chicago
Estimated Salary
USD 85.000 – USD 110.000
New
Live Update
15 Agustus 2026
Deadline
15 Agu 2027

Job Description

We're urgently hiring a Senior IT Support Specialist for our 100% remote team based in Chicago! Join a dynamic tech company offering competitive compensation, flexible schedules, and comprehensive benefits. This critical role requires proactive problem-solving and technical expertise to support our growing infrastructure. If you're passionate about remote work excellence and have a knack for troubleshooting complex systems, apply now!

What We Offer:

  • 100% remote work with flexible hours
  • Health/dental/vision insurance + 401k matching
  • Professional development stipend
  • Monthly wellness stipend
  • Annual home office equipment budget

Responsibilities

  • Provide Tier 2/3 remote technical support to 500+ employees across 15 states
  • Manage Azure AD, Microsoft 365, and VPN infrastructure
  • Implement and maintain cybersecurity protocols including MFA and endpoint protection
  • Document SOPs and create knowledge base articles for recurring issues
  • Lead cross-functional IT projects including hardware refresh cycles
  • Monitor system health via Splunk and ServiceNow
  • Collaborate with vendors for hardware/software procurement

Qualifications

  • 5+ years of enterprise IT support experience
  • Expert-level knowledge of Windows Server 2019+ and Active Directory
  • CompTIA Security+ and Azure AZ-104 certifications required
  • Experience managing remote teams via Slack/Teams
  • Strong scripting skills (PowerShell/Bash preferred)
  • Ability to work independently across time zones
  • CISSP or CCNP certification highly preferred

Required Skills

IT Support Azure AD Microsoft 365 Cybersecurity Remote Work Troubleshooting PowerShell Active Directory

Ready to Take This Challenge?

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