Regional Area Director I Chess Education & Instructor Management

📍 Location: Chicago, IL (Hybrid: On-Site & Remote)

💼 Full-Time | 40 Hours/Week

💰 Salary: $50,000 - $60,000 per year (based on experience) + performance-based bonuses

Are you passionate about education, leadership, and making a meaningful impact? Chess Wizards is seeking a dynamic and results-driven Regional Area Director to oversee instructor coordination, training, and program quality initiatives in the Chicago area.

This hybrid position offers a mix of work-from-home flexibility and on-site school visits, making it perfect for an individual who thrives on both strategic planning and hands-on engagement.

What You’ll Do:

✅ Recruit, hire, and train new chess instructors to ensure high-quality teaching.

✅ Schedule and coordinate instructor assignments, ensuring smooth program operations.

✅ Conduct classroom visits for training, evaluation, and professional development.

✅ Step in as a visiting or substitute instructor when needed.

✅ Build strong relationships with schools and partners to support business growth.

✅ Address client concerns, troubleshoot issues, and implement solutions.

✅ Lead coaching calls, instructor roundtables, and performance check-ins.

What We’re Looking For:

🔹 Education & Leadership Experience: 1+ year in a leadership role within an educational setting.

🔹 Chess Knowledge: Strong understanding of chess principles is required.

🔹 Excellent Communication & People Skills: Ability to engage and motivate instructors, students, and school partners.

🔹 Flexibility & Problem-Solving: Able to adapt to changing needs and resolve challenges efficiently.

🔹 Tech-Savvy: Must have a reliable home office setup (high-speed internet, computer, email, and Skype).

🔹 Reliable Transportation: Ability to travel within a 30-mile radius of Chicago.

🔹 Availability: Mornings required; occasional evening flexibility to support instructors in different time zones (if applicable).

🔹 Compliance: Must meet all state requirements for educational workers before the start date.

Why Join Chess Wizards?

✨ Impact: Play a key role in shaping young minds and growing a passionate team of instructors.

✨ Growth Opportunities: Be part of a company that values innovation and professional development.

✨ Flexible Hybrid Work Model: Enjoy the balance of remote work and in-person engagement.

Equal Opportunity Employer

At Chess Wizards, we are proud to be an equal-opportunity employer and are committed to creating a diverse and inclusive workplace. All aspects of employment, including the decision to hire, promote are based on the applicant's qualifications, competence, merit, and business needs at the time without regard to any characteristic related to diversity.We prohibit discrimination and harassment of any kind based on race, color, sex, religion, sexual orientation, national origin, disability, genetic information, pregnancy, or any other protected characteristic as outlined by federal, state, or local laws.

For more information about our program, Please check out our website: