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Head Instructor Jobs in Chicago, IL (NOW HIRING)

Crystal Lake Parks

Head Lifeguard

Crystal Lake, IL · On-site

$16.50/hr

As a Head Lifeguard, you'll do more than watch the water-you'll help lead a team of lifeguards ... Additional hours may be available as a Lifeguard and/or Swim Instructor. * Must be available to ...

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All JobsHead Instructor JobsHead Instructor Jobs in Chicago, IL

Head Instructor information

See Chicago, IL salary details

$12

$22

$35

How much do head instructor jobs pay per hour?

As of Aug 10, 2026, the average hourly pay for head instructor in Chicago, IL is $22.97, according to ZipRecruiter salary data. Most workers in this role earn between $18.08 and $26.97 per hour, depending on experience, location, and employer.

What is the job of a head instructor?

A head instructor is responsible for leading and managing instructional staff, developing training programs, and ensuring effective teaching methods. They oversee class operations, evaluate instructor performance, and maintain safety standards within the learning environment.

What does a head instructor do?

A Head Instructor is responsible for overseeing the planning, coordination, and delivery of educational or training programs within an organization or institution. They supervise other instructors, develop curriculum, ensure teaching standards are met, and often teach advanced classes themselves. Additionally, Head Instructors may be involved in evaluating student progress, mentoring staff, and addressing any issues that arise within their team. Their leadership ensures that the learning environment is effective and that educational objectives are achieved.

What are some common challenges faced by a head instructor and how can they be addressed?

Head Instructors often face the challenge of balancing administrative duties with hands-on teaching. Managing a diverse team of instructors, addressing student needs, and updating curriculum to meet industry standards can be demanding. Effective time management, clear communication, and staying current with best practices are key to overcoming these challenges. Collaborating closely with staff and seeking regular feedback from both students and instructors can also enhance program quality and team morale.

What are the key skills and qualifications needed to thrive as a head instructor, and why are they important?

To thrive as a Head Instructor, you need extensive subject matter expertise, teaching experience, and relevant educational credentials, often including advanced degrees or certifications in your field. Familiarity with curriculum development tools, learning management systems (LMS), and assessment software is typically required. Leadership, strong communication, and the ability to mentor others are crucial soft skills for this role. These abilities ensure effective instruction, foster team development, and maintain high educational standards within an institution.

What is the difference between Head Instructor vs Assistant Instructor?

AspectHead InstructorAssistant Instructor
Required CredentialsCertifications in teaching, leadership experienceBasic teaching certifications, training
Work EnvironmentLeads classes, manages curriculum, supervises staffSupports lead instructor, assists with classes
Employer & Industry UsageUsed in education, martial arts, fitnessCommon in similar settings, supporting roles
Search & Comparison IntentLooking for leadership roles, advanced responsibilitiesEntry to mid-level support roles

The main difference between a Head Instructor and an Assistant Instructor lies in their responsibilities and experience. The Head Instructor leads classes, manages curriculum, and supervises staff, requiring more certifications and leadership skills. The Assistant Instructor supports the lead, assists with classes, and typically has fewer certifications. Both roles are common in educational, fitness, and martial arts industries, but the Head Instructor holds a more senior, leadership position.

What are the most commonly searched types of Instructor jobs in Chicago, IL? The most popular types of Instructor jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Head Instructor jobs? Cities near Chicago, IL with the most Head Instructor job openings:
Head Instructor jobs near you

Squash Instructor & Coordinator

Lakeshore Sport & Fitness

Chicago, IL • On-site

Other

Re-posted 27 days ago

Job description

Job Posting: Squash Instructor

Lakeshore Sport & Fitness – Lakeshore - Illinois Center - Squash at 211 N. Stetson Avenue, Chicago, Illinois is seeking a Squash Instructor to teach at our premier club in downtown Chicago. With five Squash courts, an active membership with a strong growing junior program, this is the ideal location for either an experienced instructor or someone with a passion for the sport, who wants to learn from a top professional. The Squash Instructor provides professional, engaging and effective private or group lessons.

Responsibilities & Requirements

Instruct with a variety of teaching methods to accommodate different learning styles. Instruct members and guests on techniques to improve their skill level and maximize their health from exercise routines during lessons.

Teach assigned classes and lessons on a timely basis. 

Respond to member/guest inquiries quickly in a professional, and consistent manner.

Provide excellent customer service with ongoing observation and interpersonal feedback of

corrective measures during class participation.

Must be available weekdays, evenings and weekends.

Current nationally recognized Squash certification suggested, but not mandatory.

Minimum of one year of experience teaching squash. Prior teaching experience in a college or

corporate setting/background.

Assist the Head Professional with Squash programming. Additional hours available based on program participation.

Part-time to full-time hours available.

Pay Scale

Commission based on lessons taught. Commensurate with experience level.

Requirements:

Be able to work daytime, evenings and weekends

Be willing to work up to 25 hours a week

Ability to sit, stand, walk and reach

Comfortable working with all different age groups and be able to build positive relationships with the members

Friendly, outgoing, energetic, positive attitude

Have exceptional organizational skills, time management, and communication
Must be able to work in the United States and live within 25 miles of Chicago.

 

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