Regional IT Supervisor

Eleven Recruiting & Consulting Services LLC
Chicago, IL
About Eleven Recruiting
We are a specialized technology staffing agency supporting professional and financial services companies. Why do we stand out in technology staffing? We listen and act as advisors for our candidates on how they can best add value, find interesting projects, and pave a path for career advancement. We advocate for best pay, diversity in tech, and best job-fit for every candidate we place.


Our client, a global law firm, is seeking an experienced Regional Technology Services Supervisor to join their team in Chicago, Illinois!



Responsibilities:
  • Provide excellent customer service and timely resolution to end-user technology issues.
  • Effectively communicate with end-users, peers, vendors, and management.
  • Follow best practices for hardware deployments and upgrades.
  • Create service tickets to track technology issues.
  • Take ownership of tickets escalated from the help desk.
  • Provide meeting support – video conferences, webinars, and presentations.
  • Maintain office AD security and distribution groups.
  • Adhere to Information Security policies and procedures.
  • Assist with IT projects and initiatives.
  • Lead and develop TSAs across Chicago, Dallas, and Houston, including coaching, mentoring, and 1:1s to support performance and career growth.
  • Schedule and coordinate coverage across time zones/offices to ensure reliable onsite/desk-side and remote support; manage PTO and after-hours rotation.
  • Oversee ticket quality and SLA adherence: monitor queues, prioritize escalations, review ticket notes for accuracy/completeness, and enforce customer service standards.
  • Standardize processes and documentation across offices (SOPs, checklists, knowledge base articles, runbooks); ensure adherence to best practices.
  • Own escalations from help desk and local TSAs, coordinating with infrastructure, security, apps, and vendor teams to drive timely resolution.
  • Track and report KPIs (e.g., first-response time, resolution time, backlog, CSAT, incident trends) and recommend improvements to reduce repeat issues.
  • Coordinate local execution of IT projects and rollouts (e.g., hardware refresh, MDM deployment, conference room upgrades, software deployments).
  • Manage regional assets and lifecycle (inventory, imaging, deployment, decommissioning, returns, disposal) and ensure accurate asset records.
  • Coordinate vendors for onsite work (telecom, copier/MFD, low-voltage, A/V) and verify completion/quality; escalate contract issues as needed.
  • Champion security and compliance at the site level, including adherence to Information Security policies, privileged access controls, and audit readiness.
  • Assist with budget inputs (hardware forecasts, peripherals, licensing counts) and help optimize spend via standardization and reuse.
  • Participate in change management (impact assessments, user comms, cutover support) and incident/problem management (root cause, follow-ups, prevention).
  • Represent Technology Services to local office leadership; communicate outages, changes, and timelines clearly and professionally.
  • Travel as needed to Dallas and Houston for onsite supervision, projects, and vendor/systems work.

Required Qualifications:
  • Hands-on technical support experience in a Microsoft environment, including Windows 11, Office 365, Active Directory, computer hardware maintenance and repair, printer and copier configuration/troubleshooting, MDM and iPhone/Android services, Zoom, and Microsoft Teams.
  • Experience with Document Management Systems (e.g., NetDocuments).
  • A basic understanding of Internet protocols, data connectivity methods, and remote access technologies.
  • Telephone and voicemail system training as well as wireless networking and video conferencing system knowledge a plus.
  • Supervisory/lead experience in a service desk/desktop support or site support function (e.g., team lead, shift lead, or supervisor), including scheduling, coaching, and performance feedback.
  • Demonstrated experience managing ticket workflows and meeting SLAs across a multi-office environment.
  • Computer/Software Knowledge: Windows 11, Office 365, Adobe Acrobat, and Active Directory.

Preferred Qualifications:
  • Bachelor’s Degree.
  • Minimum of 3–5 years in a Microsoft environment; medium to large environment preferred.
  • 1–3 years of supervisory or team lead experience in IT support or site services.
  • Experience with regional/multi-site support and standardized processes.
  • Prior experience with Intapp and/or NetDocuments is a plus.
  • Certifications: ITIL® Foundation, Microsoft 365 Certified: Modern Desktop Administrator Associate, CompTIA A+/Network+, Zoom Rooms or equivalent A/V certification, Intune/Endpoint Manager.
  • Computer/Software Knowledge: VPN, Intapp, and NetDocuments.

Work Environment:
  • Working indoors with limited exposure to hazards (only those that customarily come up in working in an office building with multiple floors).
  • This position requires that you work physically in our Chicago office Monday through Friday.
  • The Supervisor will work in an office building with multiple floors. Access will be by stairs or elevator.
  • Will also work in a server room periodically.
  • Position is expected to take emergency calls for tickets escalated to them outside of business hours in regards to users or problems with technology equipment at their office locations.
  • Regional travel to Dallas and Houston as needed to support supervision, projects, and vendor/site work.

Salary: $95,000 - $125,000
Posted 2026-02-26

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