IT Support Associate (Hybrid)

Overview

A family investment office of 21 employees plus 5 family members with offices in Northbrook and Chicago’s Gold Coast is seeking a dedicated IT Support contractor to join our team for 15 – 20 hours per week. This individual will partner closely with our MSP to manage office technology while also providing direct, hands-on support for family members’ personal technological needs.

This role requires a unique blend of technical expertise, customer service, and discretion, with the ability to move seamlessly between corporate IT responsibilities and family/home technology environments. The successful candidate will serve as the primary internal IT resource, ensuring reliable, secure, and user-friendly technology experiences across both the office and family households. Flexibility is essential in this role.

Family IT Support (Personal Technology)

· Provide direct, hands-on support to family members for home and personal technology.

· Troubleshoot and resolve issues with home Wi-Fi networks, personal laptops, mobile devices, printers, smart-home technology, and AV systems.

· Coordinate with outside vendors (internet providers, AV companies, security company, etc.) when necessary to resolve household technology issues.

· Set up, secure, and maintain family devices and ensure best practices for data protection and privacy.

Employee & Office IT Support

· Provide day-to-day support for employees, including diagnosing and resolving hardware, software, and connectivity issues. Manage hardware updates ensuring timely compliance.

· Assist with onboarding/offboarding by coordinating with the MSP: setting up accounts, configuring laptops, installing applications, ensuring compliance with security protocols and training new employees.

· Maintain IT inventory and procure hardware/software for employees.

· Support and maintain office equipment including printers, AV systems, and conferencing tools including acting as main POC for vendors.

· Maintain domain names.

· Collaborate with external vendors to monitor performance and resolve issues identified during recurring cybersecurity audits and assessments.

MSP Co-Management & Security

· As the main POC, liaise with the MSP, ensuring timely resolution of tickets and escalations.

· Review vulnerability reports and coordinate remediation with MSP in a timely fashion.

· Proactively identify and address cybersecurity gaps beyond MSP’s standard reporting.

· Administer phishing simulations, cybersecurity awareness training, and ensure employee participation/completion.

· Manage the KnowBe4 platform (or equivalent) for security awareness and phishing testing.

· Monitor and maintain proper access controls across platforms (e.g., SharePoint).

Essential Skills

· Technical Troubleshooting: Strong diagnostic skills for resolving hardware, software, and network issues across multiple platforms.

· Cybersecurity Awareness: Familiarity with cybersecurity best practices, including audit procedures, threat detection, and remediation. Experience in analyzing and interpreting vulnerability reports generated by MSP.

· Vendor Management: Experience coordinating with external IT service providers and managing service-level agreements.

· Communication Skills: Ability to communicate clearly and professionally with non-technical stakeholders. Service oriented, can-do attitude.

· Discretion & Confidentiality: Proven ability to handle sensitive information with discretion, especially in a family office environment.

· System Administration: Knowledge of Windows, macOS, and mobile device management (MDM) systems.

· Documentation & Reporting: Skilled in maintaining IT documentation, asset inventories, and audit logs.

Background Requirements

· Bachelor’s degree in information technology, Computer Science, or a related field (or equivalent experience).

· 3–5 years of IT support experience, preferably in a private or family office setting.

· Certifications (preferred but not required):

o CompTIA A+ or Network+

o Microsoft Certified: Modern Desktop Administrator Associate

o Certified Information Systems Security Professional (CISSP) or equivalent

Availability

This role requires flexibility to support both corporate offices and family households in person. The candidate should be willing and able to travel between office locations and family residences as needed to provide on-site support. While day-to-day responsibilities can often be coordinated remotely in partnership with the MSP, regular in-person presence at both office locations (ideally one day per week at each) is required to build relationships, address issues proactively, and provide hands-on support. Additional visits to family residences or offices may be required from time to time for projects, troubleshooting, or urgent support needs. Willingness to provide after-hours support and respond to urgent issues on an as needed basis is critical.

Job Types: Part-time, Contract

Pay: $24.58 - $29.60 per hour

Work Location: Remote