IT Support Specialist

C.A. Fortune is a national consumer‑centric integrated commerce agency that helps brands win at retail through sales strategy, in‑store execution, full‑service marketing, and digital commerce. The team combines sales experts, marketers, e‑commerce specialists, data analysts, and creatives to drive brand growth.

Schedule

Hybrid schedule: work in the Chicago office three days per week and remotely the remaining days.

Pay

Salary: $65,000 – $70,000, based on experience, qualifications and skills.

Responsibilities

• Provide first‑line support for onsite, remote, and hybrid hardware, installing software, troubleshooting, diagnosing, and training users on software and equipment.
• Perform remote troubleshooting through diagnostic techniques and pertinent questions.
• Triage issues and resolve them directly or route to the appropriate resource.
• Provide daily and weekly updates to the manager on project status, new user setups, and open issues.
• Manage day‑to‑day monitoring and maintenance of network and cloud infrastructure, including Microsoft 365 and Entra ID/Active Directory.
• Administer and support the Microsoft 365 suite (Exchange Online, SharePoint Online, Teams, OneDrive).
• Support and help manage a mobile device management (MDM) platform for company‑issued iOS, Android, and Windows devices.
• Support both Windows and Mac/Apple hardware.
• Design and deliver training sessions that drive adoption of new technologies, including AI tools.
• Provide proactive IT support: monitor systems and flag issues before they disrupt end users.
• Support basic cybersecurity practices: endpoint protection, phishing awareness, and patch management.
• Own new‑hire and off‑boarding setup/teardown for desktops, laptops, tablets, and phones.
• Stay current on emerging technology, including AI tools, and help evaluate and pilot new solutions.

Requirements

• Minimum 2 years of IT field experience.
• Excellent written and verbal communication skills.
• Ability to multi‑task and prioritize in a fast‑paced, evolving environment.
• Proficiency supporting the full Microsoft 365 suite.
• Ability to train and instruct users of varying technical skill levels.
• Strong documentation skills (procedures, network information, asset tracking).
• Experience with Android, iOS, and Windows mobile devices; MDM platform experience a plus.
• Support for Windows desktop and Mac/Apple devices.
• Experience with Active Directory/Entra ID, Microsoft Exchange, Windows Server, SharePoint, and Microsoft 365.
• Familiarity with basic cybersecurity/endpoint protection practices.
• Curiosity and openness to learning new and emerging technologies, including AI‑based tools.
• Ability to lift equipment of 30–40 lb.

Benefits

• PTO and sick days.
• 11 paid company holidays per year plus 1 floating holiday.
• 2 paid volunteer days per year.
• 3 months fully paid parental leave (regardless of gender).
• Medical, dental, and vision insurance.
• Paid company life insurance.
• 401(k) with company match.
• Bonus eligibility.
• Summer hours (half‑day Fridays from Memorial Day through Labor Day).

C.A. Fortune is committed to an inclusive workplace where diversity fuels innovation and connects us to clients, colleagues, and communities.