IT Support Specialist

IT Support Specialist

IT  •  Hireology  •  Chicago IL  •  Hybrid

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.

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.

• 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.

Required

• 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

Preferred Qualifications

• 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.)

• Base Salary: $65000–$70000 (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

Must be authorized to work in the United States. We are not able to provide Visa sponsorship. Agency and/or Third Party inquiries will not be accepted.

Hireology is committed to equal employment opportunities regardless of race color genetic information creed religion sex sexual orientation gender identity national origin age marital status disability status or protected veteran status or any other category protected under the law. All employment decisions are solely based on business needs job requirements and individual qualifications. We support an inclusive workplace where Hireologists excel based on personal merit qualifications experience ability and job performance.

What We Do

Over the last 15 years we’ve grown from a startup to a market-leading organization with over 150 team members and we’ve created an award-winning culture that makes this company an amazing place to work. We've been ranked on multiple best places to work lists including the 2026 BuiltIn Chicago rankings.

Why Work With Us

Hireology offers an accountable exciting fast-paced and inclusive work environment where overperformance is rewarded with opportunity. Our culture is intentional. There is a reason behind everything that we do and who we are and that reason is to help our employees and our company grow.

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