Administrative & Operations Assistant

Reports To: Program Director

Time Commitment: Part-Time

Employment Status: New Hire

Location: Flossmoor/South Suburban Cook County, IL

You Matter 2 is seeking a highly organized, detail-oriented, and dependable Administrative & Operations Assistant to support the smooth operation of our office, programs, events, volunteers, and organizational systems.

This part-time role provides administrative, operational, volunteer coordination, bookkeeping documentation, data entry, and logistical support to the Founder & CEO, Program Director, program staff, board operations, volunteers, families, and community-facing initiatives.

The ideal candidate is responsive, professional, organized, and comfortable balancing multiple tasks in a fast-paced, mission-driven nonprofit environment.

The Administrative & Operations Assistant will support:

• Administrative & Office Support: Assist with scheduling, filing, document preparation, internal communication, calendars, meeting logistics, and organized digital/physical records.
• Volunteer Coordination: Support volunteer registration, onboarding, scheduling, communication, sign-in sheets, reminders, records, and post-event follow-up.
• Program & Event Logistics: Assist with room setup, supplies, materials, registration forms, waivers, sign-in sheets, snacks, event packets, and program/event preparation.
• Board & Meeting Support: Support meeting scheduling, agenda preparation, meeting materials, minutes, attendance tracking, and follow-up items.
• Bookkeeping Documentation: Help organize receipts, invoices, reimbursements, payment confirmations, vendor records, and financial backup documentation for bookkeeping and grant files.
• Data & Systems Support: Enter and maintain accurate information in spreadsheets, forms, registration systems, contact lists, volunteer records, and shared drives.
• Communications & Customer Service: Serve as a professional and welcoming point of contact for families, volunteers, partners, vendors, board members, and community members.
• Transportation & Vehicle Support: Provide safe and reliable transportation for youth to and from designated schools, program sites, and activities as scheduled; assist with coordinating transportation rosters and routes, completing required transportation documentation, communicating transportation updates, and supporting the organization, cleanliness, and readiness of You Matter 2 vehicles. A valid driver's license and ability to meet organizational driving requirements are required.

• 1–3+ years of experience in administrative support, office operations, volunteer coordination, nonprofit support, bookkeeping documentation, or a related role.
• Strong organizational skills and attention to detail.
• Excellent written and verbal communication skills.
• Ability to manage multiple tasks, deadlines, and shifting priorities.
• Comfortable using Google Workspace, Microsoft Office, spreadsheets, forms, shared drives, scheduling tools, and other office systems.
• Comfortable learning new systems such as CRM, registration, volunteer management, or bookkeeping platforms.
• Ability to maintain confidentiality when handling youth, family, volunteer, staff, board, vendor, and financial records.
• Professional, dependable, responsive, and able to follow through on assigned tasks.
• Ability to work independently while also collaborating with a team.
• Ability to work some evenings and weekends as needed to support programs, volunteers, meetings, and events.
• Alignment with You Matter 2’s mission and commitment to supporting youth, families, volunteers, and community impact.

• Experience in a nonprofit, school, youth-serving organization, community-based organization, or mission-driven environment.
• Experie…