Part-Time Executive Assistant, In-Office Chicago

Play On Shakespeare, Inc.; Chicago (IL); On-site; USD 38,000 - 53,000; Part time

Benefits offered by this job

CTA Transit Card

403b plan with employer contributions

generous leave policy

cell phone stipend

Job summary

Play On Shakespeare, Inc. seeks an Executive Assistant in Chicago for part-time, in-office support to the Executive Director. The role focuses on calendar management, communications, and day-to-day administrative tasks, with a schedule set between 10 AM and 6 PM CST, Monday–Friday.

The ideal candidate is highly organized, proactive, and capable of handling multiple priorities in a fast-paced environment. Local candidates in Chicago are required; start date is February 1, 2027.

Qualifications

• Experience organizing calendars and coordinating meetings.
• Excellent written and verbal communication.
• Ability to handle confidential information with discretion.
• Proficient with scheduling tools and office software.

Responsibilities

• Manage and coordinate the Executive Director's calendar, meetings, and travel.
• Prepare agendas and materials for meetings; track action items and deadlines.
• Maintain organized digital records and email inbox; draft correspondence.
• Assist with in-office tasks at the Chicago HQ and organize mail.
• Support travel logistics and general day-to-day tasks.
• Collaborate with supervisor to streamline workflows and calendars.

Skills

Highly Organized

Proactive

Clear Communicator

Tech-Savvy

Tools

Google Suite

Monday.com

Scheduling tools

Job description

Play On Shakespeare, Inc. seeks an Executive Assistant in Chicago for part-time, in-office support to the Executive Director. The role focuses on calendar management, communications, and day-to-day administrative tasks, with a schedule set between 10 AM and 6 PM CST, Monday–Friday.

The ideal candidate is highly organized, proactive, and capable of handling multiple priorities in a fast-paced environment. Local candidates in Chicago are required; start date is February 1, 2027.