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Waukesha County Site Supervisor

Remote / Online - Candidates ideally in
Wisconsin, USA
Listing for: Acquire4Hire
Full Time, Remote/Work from Home position
Listed on 2026-06-26
Job specializations:
  • Education / Teaching
    After School, Child Development/Support
Salary/Wage Range or Industry Benchmark: 20 USD Hourly USD 20.00 HOUR
Job Description & How to Apply Below

About Wisconsin Youth Company

Wisconsin Youth Company values its staff. We provide competitive pay, a variety of benefits, and know the importance of work‑life balance. We offer a dynamic environment and culture that is safe, friendly, inclusive and collaborative.

Location

We are currently hiring for the Kettle Moraine and Merton School District. Wisconsin Youth Company programs take place in the school buildings. Administrative work outside of program hours can take place from home or Wisconsin Youth Company’s co‑working office in Hartland.

What You’ll Do Position Summary

The site supervisor is responsible for the daily operations of their assigned after‑school program. Responsibilities include lesson planning for children in grades 4K–5, managing a staff team, purchasing program materials, managing a monthly budget, and ensuring program quality standards are met.

Hours & Pay

This is a school year position with the option to join our summer team. Up to $20 per hour, pay is based on education and experience. 40 hours per week, Monday through Friday. General program hours are 6:30–9 a.m. and 3:30–6 p.m. This is a split shift position with flexibility available between before school and after school.

Requirements
  • Must be 18 years of age
  • Has completed college‑level (or equivalent) courses in Education (early childhood, elementary, or related)
  • Feels confident managing a large group of children
  • Is organized and has leadership abilities
  • Has experience with DCF state licensing
  • Values relationships and has strong written and verbal communication skills
Benefits
  • Sick/personal leave
  • 10 paid holidays each school year
  • 6 additional paid non‑school days
  • Health insurance
  • Dental and vision insurance
  • Retirement plan with employer contribution
  • Madison Metro bus pass
  • Student loan paydown and college savings plans
  • Fitness membership reimbursement
  • Childcare benefit – enrollment in after‑school programs at a discounted rate, first child is no charge
  • Paid training, professional development, and certifications. Opportunities for growth.
  • Short‑ and long‑term disability insurance; life insurance
  • Mileage stipend
Work Remotely

Flexible work from home options available.

Equal Employment Opportunity

Wisconsin Youth Company is an Equal Employment Opportunity and affirmative action employer.

Apply online today at Wisconsinyouthcompany.org/staff/work-with-us/

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