IT Manager – Hands-On Technology Leader

Law Offices of Michael P McCready•Chicago, IL

16h•$100,000 - $120,000•Onsite

About The Position

McCready Law, a growing personal injury law firm, is seeking an experienced, hands-on IT Manager to lead technology operations, supervise two full-time IT employees, and keep the firm’s team connected, supported, and productive. This is an operational, hands-on leadership role: the manager leads and develops employees while personally troubleshooting technical problems, supporting staff, and taking ownership of outcomes. The role oversees daily IT operations and technical support at the firm’s Beverly and downtown Chicago offices. It manages external IT providers and technology vendors, employee onboarding and offboarding technology, user access and security practices, technology inventory and documentation, IT projects and upgrades, budgets, and vendor performance. The position reports directly to the Chief Operating Officer and directly supervises two full-time IT employees. This is a full-time, on-site position supporting the Beverly and 200 W. Madison offices in Chicago. The schedule is Monday through Friday, 8:30 a.m. to 5:00 p.m.; occasional after-hours support may be required for urgent technical issues. The annual salary is $100,000–$120,000, depending on qualifications and experience.

Requirements

At least five years of progressively responsible IT support, systems administration, or technology operations experience.
At least two years of experience supervising IT employees, leading technical teams, or managing significant technology operations.
Strong hands-on troubleshooting experience with Microsoft 365, employee devices, connectivity, and identity and access management.
Familiarity with Entra ID or Active Directory, MFA, endpoint management, networking, and cybersecurity fundamentals.
Experience working with managed service providers or external IT vendors.
Ability to lead employees, assign priorities, provide feedback, and hold team members accountable.
Ability to manage competing priorities, resolve escalated issues, and keep support tickets moving.
Strong communication skills and a customer-service mindset.
Ability to help people and explain technical issues clearly.
Ability to balance urgent support tickets with long-term projects and take ownership of technical outcomes.

Nice To Haves

Law firm or professional services IT experience.
Experience supporting multiple offices and remote or international teams.
Relevant IT certifications or a technology-related degree; equivalent professional experience is welcome.

Responsibilities

Lead and manage two full-time IT employees by assigning work, coaching and developing their skills, evaluating performance, and ensuring accountability.
Oversee daily IT operations and ensure employees receive timely, reliable technical support.
Personally troubleshoot escalated issues involving computers, Microsoft 365, printers, networks, phones, conference room equipment, and connectivity.
Provide regular on-site technical support at the Beverly and downtown Chicago offices.
Manage the outside IT service provider and other technology vendors, ensuring issues are resolved.
Oversee technology setup for new hires, including equipment, accounts, secure access, and first-day readiness.
Coordinate account deactivation and equipment recovery when employees leave the firm.
Help manage user access, multifactor authentication, endpoint protection, cybersecurity practices, backups, and system reliability.
Maintain accurate technology inventory, software licenses, equipment assignments, and IT documentation.
Lead technology projects, equipment upgrades, system improvements, and new solutions.
Identify recurring IT problems and implement preventive solutions.
Manage IT budgets, vendor performance, and service expectations while keeping leadership informed.