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IT Manager IT • Reports to: CFO • Chicago, IL • Hybrid About the Role Hireology’s IT Manager owns the infrastructure that keeps roughly 200 employees productive and secure. You’ll lead a small team of IT professionals, manage our core systems and vendor relationships, and set the technical direction for how Hireology’s internal environment scales with the business. This isn’t a break-fix role — it’s a strategic one. The work ranges from evaluating new tooling and driving security posture improvements to partnering with People Ops and Finance on employee lifecycle systems. You’ll report to the VP of Operations and work closely with Engineering, Finance, and HR leadership. You’re the right fit if you operate with ownership, communicate clearly with non-technical stakeholders, and know how to prioritize ruthlessly when everything feels urgent. What You’ll Do Own Hireology’s IT infrastructure — cloud environments, SaaS stack, networking, endpoint management — and keep it reliable, secure, and cost-efficient Drive IT security compliance, including SOC 2 evidence collection, access controls, and endpoint security policies Manage IT vendor relationships and contracts; negotiate renewals and evaluate new tools against business needs, not feature lists Lead and develop a team of 2–3 IT professionals: set priorities, run 1:1s, and create a high-accountability culture that delivers for the business Partner with People Ops on onboarding/offboarding workflows, ensuring every new hire is set up correctly on day one and access is terminated completely on the last Own the IT helpdesk function: set SLAs, track resolution metrics, and build out self-service resources that reduce repeat tickets Build and maintain an IT roadmap that aligns with Hireology’s growth plans and budget cycles Identify and close security gaps proactively; don’t wait for an audit to find them What You Bring Required 5+ years of IT experience, including at least 2 years managing or leading a team Demonstrated ownership of IT infrastructure in a SaaS or technology company environment Hands-on experience with core enterprise tools: Google Workspace, Okta or similar SSO/IdP, Jamf or Intune for endpoint management, Jira or equivalent ticketing Solid understanding of network fundamentals (VPN, DNS, VLAN, firewall), cloud environments (AWS or GCP preferred), and security frameworks (SOC 2, ISO 27001) Track record of managing vendor contracts and IT budgets with real accountability for spend Clear, direct communication — you can explain a security risk to the CFO and a VLAN configuration to an engineer in the same week Bias toward building systems and documentation that outlast your individual involvement Nice to Have Experience supporting a hybrid and/or remote-first workforce at scale Familiarity with HRIS integrations and employee lifecycle automation Relevant certifications: CISSP, CompTIA Security+, Google Professional Cloud Architect, or similar Prior experience at a company with 100–500 employees, where you built IT infrastructure from the ground up How We Work Hireology is headquartered in Chicago with a hybrid work model. This role is expected in-office 3 days per week. We move fast, hold high standards, and live our values — including “No Assholes” and “Create Wow Moments.” The IT function is seen as a core business partner, not a cost center, and this role reflects that. Compensation & Benefits Base Salary: $97,000–$115,000 (Plus Bonus) Annual performance bonus Equity participation Full medical, dental, and vision coverage 401(k) with company match Flexible PTO Professional development budget 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.