Demo

Technical Support Specialist

Column Technical Services
Chicago, IL Full Time
POSTED ON 6/20/2026
AVAILABLE BEFORE 7/17/2026
Column Technical Services is seeking a motivated and skilled Technical Support Specialist to join an IT Shared Services team onsite for a well-established organization based in Chicago, IL. In this role, you will collaborate with a fast-paced team of support professionals to deliver IT services to employees at the Chicago headquarters and seven remote subsidiary locations. We're looking for a team player with strong technical expertise, excellent problem-solving skills, and a commitment to exceptional end-user support. If this sounds like you, we encourage you to apply and start the conversation!

**Applicants must reside in or near the Chicagoland area to work onsite in the office.**

Key Responsibilities

  • Resolve technical issues involving desktops, laptops, conference room systems, email, onboarding requests, and VPN connectivity.
  • Maintain, support, and upgrade existing hardware and software environments.
  • Install, configure, and tailor new hardware and software solutions to meet user and business needs.
  • Diagnose and resolve desktop, communication, and configuration issues; perform root cause analysis on recurring problems and implement preventative solutions.
  • Investigate and troubleshoot complex hardware and software issues, ensuring prompt and effective resolution.
  • Support end users with advanced software functionality and resolve escalated issues from the helpdesk.
  • Provide phone and email assistance for inquiries escalated by the Helpdesk team.
  • Act as a point of escalation for technical issues, delivering hands-on troubleshooting when required.
  • Partner with other IT teams to address complex challenges and contribute to cross-functional initiatives.
  • Participate in an on-call rotation to support critical incidents outside of standard business hours.
  • Maintain detailed documentation of incidents, solutions, and troubleshooting procedures.
  • Work with vendors and third-party providers to resolve advanced product-related issues.
  • Ensure proper setup, configuration, and ongoing maintenance of IT systems and equipment across corporate and remote locations.
  • Stay current on emerging technologies and industry best practices to enhance team effectiveness.
  • Oversee and track IT asset inventory, including hardware and software licenses, ensuring compliance with company policies.
  • Assist in developing and refining IT policies, procedures, and standards.
  • Communicate clearly and effectively with end users, team members, and stakeholders to ensure timely resolution of issues.
  • Collaborate with IT leadership to support the development and execution of IT strategies and policies.
  • Participate in or lead bridge calls for urgent or high-priority incidents when needed.

Qualifications

  • Approximately 6 years of overall work experience, or 3-4 years specifically in technical support
  • Associate degree or equivalent combination of training and professional experience
  • Experience with IT service management (ITSM) tools such as Freshservice or comparable platforms for ticketing, onboarding, workflows, and service requests (preferred)
  • Experience with standard hardware and software platforms is preferred
  • Strong knowledge of Windows 11 environments in an enterprise setting
  • Strong hands-on experience with Microsoft 365, including deployment, configuration, and ongoing support
  • Solid experience with Active Directory, including user account management, permissions, and access control
  • Familiarity with virtualization technologies, preferably Citrix VDI environments
  • Strong knowledge of desktop and laptop systems, email platforms, VPN technologies, and conference room solutions
  • Experience supporting a hybrid workforce, including both on-site and remote users across virtual and physical endpoints
  • Strong technical troubleshooting skills, including hardware diagnostics and repair
  • Experience with printer setup, configuration, and support
  • Foundational networking knowledge, including basic connectivity and cabling troubleshooting
  • Proven ability to provide front-line (Level 1-2) user support and resolve end-user issues effectively
  • Excellent analytical and problem-solving skills
  • Strong communication and interpersonal abilities, with experience supporting users at all levels of organization
  • Ability to communicate effectively with customers, vendors, and internal teams
  • Familiarity with IT service management frameworks (e.g., ITIL) is a plus
  • Experience providing support in both corporate and remote office environments
  • Proficiency with remote support tools and technologies
  • Understanding of onboarding processes and IT security best practices
  • Experience supporting executive-level users is preferred

Salary.com Estimation for Technical Support Specialist in Chicago, IL
$73,635 to $88,726
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