IT Helpdesk Specialist

Recroup

Recroup

IT
Oak Park, IL, USA · Remote
Posted on Feb 12, 2026

IT

IT Helpdesk Specialist
Hybrid | HQ in Oak Park, IL
IT

At Shaker, we believe people can do impactful things. Especially our people. In this role, you’ll help us transform companies by connecting them to the right solutions for their most complex talent needs. Focused on helping organizations enhance their recruitment and retention results, you’ll collaborate with co-workers, partners, and clients to make it happen. Within our tight-knit community, you’ll see the future you create and enjoy the team support to learn, grow, and thrive. What could be more powerful than that? Connect to the Power of People, with Shaker.

Job description

The primary role of the IT Helpdesk Specialist is to provide end-user or remote assistance for issues with computer hardware and software, mobile devices, printers and basic networking. The specialist works directly under the IT Ops Lead, aiding the IT Team with various tasks and requests. This role is designated as fully on-site, with an expectation of attendance in our Oak Park office five days per week. Key responsibilities include, but are not limited to:

  • Provide helpdesk support for local and remote employee users including executives and C-level employees.
  • Prioritize, reply, address, and resolve IT tickets and walk-ups through completion.
  • Respond to incidents in a prompt and professional manner.
  • Install, configure and support various types of hardware including desktops, laptops, monitors, printers, etc.
  • Assist in relocating IT equipment or workstations as needed.
  • Troubleshoot user and system issues across hardware and software, resolving routine problems and escalating advanced issues to senior team members when necessary.
  • Contribute to small-scale IT projects (e.g. new hardware rollouts, software implementations) by coordinating task schedules, communicating with users, and ensuring successful execution under supervision.
  • Occasionally travel offsite to IT-supported offices or company owner’s homes.
  • Assist senior IT members with various projects as assigned.

Qualifications

  • A strong understanding of standard corporate productivity suites - Microsoft Office products, Microsoft Teams, etc.
  • A strong understanding of client Operating Systems, specifically Windows 10/11 and Mac OS.
  • Basic knowledge of troubleshooting standards, hardware replacements, office and conference A/V equipment.
  • A good understanding of iOS and Android mobile device platforms.
  • A basic knowledge of Microsoft 365 Tenant Administration.
  • A basic knowledge of Active Directory, with the ability to perform basic user-account administration tasks.
  • A basic understanding of networking technologies such as: WiFi, TCP/IP - DNS, DHCP, FTP, SMTP, Subnets, etc.
  • Effective interpersonal communication and problem solving - using a high degree of patience and problem management techniques.
  • Strong organizational and time management skills with the ability to work independently.
  • The ability to lift items up to 50 pounds which is required in the handling of PC and Server hardware.
  • Bachelor’s degree in a computer technology related program or equivalent certifications.
  • 1-3 years of experience of supporting end-users both in person and at remote locations.
  • Ability to come into our Oak Park Office 5 days per week.