IT Technician (Level 1-2)

Kaleidoscope•Chicago, IL

1d•$60,000 - $70,000

About The Position

Kaleidoscope is seeking a motivated and technically curious Level 1–2 IT Technician to serve as the technical support backbone of our IT team. This role will own the resolution of most day-to-day technical issues across software, hardware, systems, and integrations, while also serving as a learning and growth opportunity within a modern, creative, and evolving IT environment. The Level 1–2 IT Technician supports both creative and operational teams, ensuring reliable performance of FileMaker systems, creative workflows, AI tools, and core infrastructure. This position is not expected to know every system or tool on day one. Success in this role comes from strong fundamentals, problem-solving ability, and a willingness to learn—supported by hands-on experience, documentation, and direct partnership with the IT Director. This role is designed to improve operational efficiency, expand automation and AI adoption, and enable the IT Director to focus on high-level strategy, architecture, and innovation, while the technician continues to build deeper technical expertise over time.

Requirements

3-5+ Years of progressive experience in IT support, systems administration, or a related role.
Strong hands-on experience with: o MacOS and Windows Systems o Microsoft 365 Administration o Networked Hardware and Peripherals o FileMaker Environments
Experience supporting creative teams and complex software workflows
Familiarity with AI tools, automation platforms, and modern IT tooling
Ability to independently troubleshoot complex technical issues
Strong organizational, documentation, and time-management skills
Excellent communication skills with both technical and non-technical users.
A curiosity-driven mindset with a desire to continuously learn and grow