Jobs · Information Technology · Illinois

Senior Support Engineer

Workbox · Chicago, IL · 2 mo ago
On-siteInformation Technology$75k–$90k/yrFull-time

About the role

Workbox is a national workspace operator that provides office space, coworking solutions, and access to a network of investors, professionals, and high-growth businesses. With over 400,000 square feet across 13 locations in seven U.S. cities, Workbox aims to accelerate ambition, foster connections, and support business growth.

Key Responsibilities

  • Serve as the primary escalation point for L1 and L2 desktop support, resolving end-user issues related to hardware, software, identity, and connectivity.
  • Provide hands-on and remote support for Windows, mobile devices, and peripherals in a BYOD and corporate device environment.
  • Manage endpoint lifecycle operations, including device provisioning, imaging, configuration, repairs, and decommissioning using Microsoft Intune / Autopilot.
  • Administer and support Microsoft 365 services including Entra ID (Azure AD), Exchange Online, Teams, OneDrive, and SharePoint.
  • Support and troubleshoot meeting room and collaboration technologies, including: Room displays, cameras, microphones, speakers, and related systems.
  • Ensure meeting rooms are consistently operational, user-friendly, and aligned with security and AV standards.
  • Partner with hardware procurement and repair vendors to coordinate laptop and AV equipment setup, warranties, and break/fix services.
  • Troubleshoot networking and access issues including Wi-Fi, VPN, DNS, DHCP, and basic VLAN-related problems impacting endpoints and meeting rooms.
  • Monitor device and room technology health, proactively addressing performance or reliability issues.
  • Support employees with Workbox-adjacent technology issues across coworking locations as part of field IT operations.
  • Enforce security best practices such as device compliance, MFA, encryption, and access controls across endpoints and shared spaces.
  • Document desktop, endpoint, and meeting room standards, support procedures, and troubleshooting guides.
  • Participate in IT projects and initiatives related to modern workplace, endpoint security, collaboration tools, and user experience improvements.

Requirements

  • 3-5+ years of experience in desktop support, IT field operations, or endpoint engineering.
  • Strong hands-on experience with Microsoft 365 administration and Microsoft Intune.
  • Experience supporting conference room and AV technologies in a BYOD or hybrid workplace.
  • Solid understanding of identity, endpoint security, and networking fundamentals (DNS, DHCP, VPN, Wi-Fi).
  • Strong customer service mindset with clear communication and problem-solving skills.
  • Solid organizational skills and ability to work in a fast-paced, collaborative environment.
  • Ability to wear multiple hats and own outcomes from issue intake to resolution.

Preferred Qualifications

  • Experience supporting Microsoft Teams and BYOD solutions.
  • Familiarity with shared workspace or coworking environments.
  • Certifications such as CompTIA A+, Microsoft 365 Certified: Endpoint Administrator, or related IT certifications.
  • Experience working in fast-paced, high-growth environments.
  • Comfortable wearing multiple hats and owning outcomes from issue intake to resolution.
  • Passion for improving employee and guest technology experiences.

Pay

Anticipated salary range: $75,000-$90,000 annually

Schedule

Standard business hours: 8am-5pm, Monday-Friday; occasional after-hours support as required.

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