IT Specialist

Position Summary

Ladies of Virtue seeks a Contract IT Specialist (Systems & Applications) to provide responsive, high-quality technology support across the organization. This role is responsible for equipment setup and tracking, day-to-day troubleshooting, system administration, end-user support, and technology documentation to ensure staff and contractors can operate effectively. The ideal candidate is service-oriented, highly organized, comfortable switching between priorities, and confident in translating technical solutions into clear, non-technical guidance.

This role requires demonstrated proficiency in Salesforce, Asana, and Microsoft Office, as well as experience supporting a modern, cloud-based environment (e.g., collaboration tools, user access management, device setup, and security best practices).

Key Responsibilities

End-User Support & Service Delivery

• Provide timely, one-on-one technical support for staff and approved contractors (remote and occasional in-person as needed).
• Diagnose and resolve hardware, software, account access, email, and collaboration tool issues.
• Triage incoming requests, set expectations, and manage tickets/priorities to meet operational needs and deadlines.
• Communicate clearly and professionally with both technical and non-technical users.

Systems & Applications Administration

• Support core business applications, with emphasis on Salesforce, Asana, and Microsoft Office (including Outlook, Teams, SharePoint/OneDrive, Excel, and Word).
• Build out of Salesforce interface to support automation, data input, output, and communication
• Assist with Salesforce user support (e.g., login/access, profiles/permissions, basic troubleshooting, reports/dashboards support, and user guidance). - Changed order
• Manage user onboarding/offboarding tasks, including device setup, account provisioning, permissions, and access control across systems.
• Support workflow efficiency by helping staff use Asana effectively (e.g., permissions, templates, project setup, and best practices).
• Provides software recommendations to optimize team work efficiencies.

Hardware, Setup, and Configuration

• Configure, deploy, and maintain organization-issued laptops and peripherals; ensure proper installation of operating systems and required applications.
• Maintain an inventory of hardware and software licenses; recommend replacements and upgrades as needed.

Documentation, Training, and Continuous Improvement

• Create and maintain end-user documentation, FAQs, and standard operating procedures (SOPs) for technology processes.
• Provide quick training and job aids (live or recorded) to improve adoption and reduce recurring issues.
• Identify recurring problems and recommend practical improvements to tools, processes, and security practices.
• Provide regular updates to management on status, trends, risks, and opportunities.

Required Qualifications

• 2+ years of experience in IT support, help desk, or systems support (nonprofit or small-to-mid-size organizations a plus).
• Strong working knowledge of Salesforce, Asana, and Microsoft Office (Outlook, Teams, SharePoint/OneDrive, Excel, Word).
• Experience with Microsoft 365 administration (user access, permissions, email troubleshooting, SharePoint/OneDrive support).
• Experience with basic cybersecurity best practices (MFA, endpoint hygiene, access controls, phishing awareness).
• Demonstrated experience in diagnosing and resolving hardware/software issues in a remote environment.
• Working knowledge of networking fundamentals (WiFi, VPN basics, user access, connectivity troubleshooting).
• Ability to document processes clearly and build user-friendly guides.
• Excellent communication skills; ability to explain technical topics in plain language.
• Strong time management skills and ability to handle multiple priorities with minimal supervision.
• High reliability, discretion, and professionalism in handling sensitive information.

Core Competencies

• Customer-first mindset and strong service orientation
• Proactive problem solving and follow-through
• Organized, detail-oriented, and process-driven
• Comfortable working independently and managing shifting priorities
• Strong documentation and communication skills
• Team-oriented and solution-focused

Work Location: 85% Remote | 15% onsite (occasional on-site support in the Chicagoland area may be requested as needed)

If the above describes you and you are interested in becoming a part of the Ladies of Virtue team, please “Apply Now” to complete our application process. Be sure to include a cover letter and resume with your application. The position begins on June 1, 2026.

Pay: $40.00 per hour

Application Question(s):

• Availability and schedule: This contract role averages 30–50 hours per month and requires schedule flexibility (some evening/weekend availability as needed). Can you meet this requirement? If yes, list your typical availability windows.
• On-site support: Are you able to provide occasional on-site IT support in the Chicagoland area (~15%)?
• Relevant experience: How many years of experience do you have in IT support/help desk/systems support? Briefly describe the environments you supported (remote/hybrid, small organization, nonprofit, etc.).
• Salesforce proficiency: Describe your hands-on Salesforce experience (admin/support/consulting). Include specific tasks you have performed (e.g., user access/permissions, reports/dashboards, page layouts, flows/automation, troubleshooting).
• Microsoft 365 administration: What Microsoft 365 admin/support tasks have you performed?
• Asana proficiency: Describe your experience supporting Asana, including project setup, permissions, templates, or improving team workflows.
• Scenario: A staff member cannot access SharePoint/OneDrive files and reports that they are “not syncing.” In 4–6 sentences, explain your troubleshooting steps and what you would document for the user to prevent repeat issues.

• Describe your experience or exposure to AI tools. How have you used AI to initiate or improve a process or workflow in an organization? Please include the problem you were solving, the AI tool(s) used, what you built or changed, and the outcome/impact (time saved, quality improved, errors reduced, adoption, etc.).

Work Location: Hybrid remote in Chicago, IL 60653