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Seasonal Administrative Support Specialist - Remote Hourly Position with Chicago Public Schools

November 25, 2025

Join the Chicago Public Schools Team: Empowering Students for Success The Chicago Public Schools (CPS) is one of the largest school districts in the United States, dedicated to providing a world-class education to its students. With a strong commitment to equity and excellence, CPS is seeking highly motivated and organized individuals to join its team as Seasonal Administrative Support Specialists. As a remote hourly employee, you will play a vital role in supporting the district's mission to ensure that every student graduates prepared for success in college, career, and life. About the Role This temporary part-time seasonal position is designed to provide administrative support to school-based, network, and central office positions within the CPS. As a Seasonal Administrative Support Specialist, you will be responsible for performing a variety of tasks, including office support, data entry, filing, answering phones, and other clerical duties. Your flexibility and reliability will be essential in supporting the overall operations of the district. Key Responsibilities Office Support: Provide administrative assistance to school administrators, teachers, and staff, including tasks related to opening and closing out the school day. Clerical Duties: Perform data entry, filing, answering phones, and other various clerical tasks as required. Supporting School Operations: Assist with duties associated with supporting overall school operations, as identified by the hiring manager. Adaptability: Be prepared to adapt to changing priorities and tasks, demonstrating flexibility and a positive attitude. Essential Qualifications To be considered for this role, you must meet the following essential qualifications: Ability to work independently in a remote environment, with minimal supervision. Strong organizational and time management skills, with the ability to prioritize tasks effectively. Excellent communication and interpersonal skills, with the ability to interact with diverse stakeholders. Proficient in Microsoft Office and other software applications, as required. Ability to lift up to 50 pounds occasionally and/or 10-15 pounds frequently, and/or negligible up to 10 pounds constantly. Preferred Qualifications While not required, the following qualifications are highly preferred: Previous experience in an administrative or clerical role, preferably in an educational setting. Familiarity with student information systems and/or other educational software applications. Knowledge of data management principles and practices. Bilingual or multilingual skills, to support diverse student and family populations. Skills and Competencies To succeed in this role, you will need to demonstrate the following skills and competencies: Attention to Detail: Accuracy and attention to detail in performing tasks and managing data. Problem-Solving: Ability to analyze problems and develop effective solutions. Communication: Clear and effective communication, both written and verbal. Teamwork: Ability to work collaboratively with colleagues and stakeholders. Adaptability: Flexibility and adaptability in a fast-paced, dynamic environment. Career Growth Opportunities and Learning Benefits As a member of the CPS team, you will have access to a range of career development opportunities and learning benefits. These may include: Professional development workshops and training sessions. Opportunities for advancement within the district. Networking opportunities with colleagues and stakeholders. Access to educational resources and tools. Work Environment and Company Culture As a remote hourly employee, you will be working from home or a designated workspace. CPS is committed to creating a positive and inclusive work environment, with a culture that values diversity, equity, and inclusion. Compensation, Perks, and Benefits CPS offers a competitive hourly rate for this temporary part-time seasonal position. While benefits may vary depending on the specific terms of your employment, you may be eligible for certain benefits, such as professional development opportunities and access to district resources. Conclusion If you are a motivated and organized individual looking for a temporary part-time seasonal opportunity, we encourage you to apply for this Seasonal Administrative Support Specialist role with CPS. As a remote hourly employee, you will play a vital role in supporting the district's mission to empower students for success. Apply now and take the first step towards a rewarding new experience! Don't miss this opportunity to make a significant impact. Apply To This Job today! Apply for this job

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...

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