IT Support Specialist

We are seeking an IT Support Specialist to join the Hireology IT team. In this role, you’ll report directly to the IT Manager and serve as a key partner for both our in-office and remote employees - handling everything from hardware and software troubleshooting to SaaS account management, identity and access controls, and endpoint security.

We run a lean IT team - you’ll get real, day-one ownership, building skills and tackling problems that would take years to reach in a larger department. You’ll work closely with our IT Manager to define and continuously improve the processes that keep Hireology running smoothly.

What You Will Do

• Provide day-to-day technical support to employees across hardware, software, networking, and SaaS platforms
• Maintain and support our macOS-only environment, including device setup, configuration, and lifecycle management
• Administer and support core SaaS tools including Jamf, Okta, Google Workspace, Slack, Zoom, Zendesk, and Glean
• Support endpoint security and compliance initiatives, including SOC 2
• Test and coordinate software upgrades and OS deployments prior to company-wide rollout
• Develop and maintain IT documentation and inventory
• Obtain and maintain certifications in core platforms (Jamf, Okta, and others as the stack evolves)

In Your First 90 Days

• Get hands-on with our full tech stack - learn how we provision devices, manage access, and support the business day to day
• Take ownership of the helpdesk queue and start resolving tickets independently
• Own your first full employee onboarding or offboarding end to end
• Identify one process or gap you want to improve and bring a proposal to the team
• Complete your Jamf 200 course and certification, This is a hybrid role based out of our Chicago office four days a week - Monday, Tuesday, Wednesday, and Thursday are in-office days. That said, there will be times (company events, team sprints, etc.) that call for a full week on-site, and we ask that you’re able to accommodate that when needed.

Do you have experience in macOS administration?, * 1-3 years in an IT support role

• Experience with Jamf or another macOS MDM tool
• Experience with an identity and access management platform (Okta, Entra, or similar)
• Solid understanding of networking fundamentals including Ethernet, TCP/IP, Wi-Fi, and VPN
• Strong communication skills - you can explain technical concepts clearly to a non-technical audience
• A self-starter mindset with the ability to manage and prioritize multiple open issues simultaneously, * Experience supporting users in a SaaS or tech-forward environment
• Google Workspace administration experience
• Shell scripting, Bash, or other automation experience
• Familiarity with compliance frameworks like SOC 2 & ISO 27001
• Experience with Zendesk or a similar helpdesk ticketing platform
• Exposure to AI and productivity tools at scale (Glean, Claude, Copilot, etc.)

Pulled from the full job description

• Health insurance
• 401(k) matching
• Vision insurance
• Dental insurance
• Unlimited paid time off, * Base Salary: $65,000-$70,000 (Plus 10% Bonus)
• Health, Dental, and Vision coverage from day one
• 401(k) with company match
• Unlimited PTO and mental health days
• A dedicated budget for certs, courses, and conferences
• Real career advancement - we promote from within

Hireology’s technology empowers businesses to build great teams. Over the last decade, we’ve grown from a scrappy startup into a market-leader, and we’ve built an award-winning culture that makes this an amazing place to work. We’re headquartered in Chicago and support a hybrid workforce across the country.