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Playground Leader Jobs in Wisconsin (NOW HIRING)

McDonald's

Playground Maintenance

Appleton, WI · On-site

$15/hr

These opportunities, available at participating restaurants, can help you develop into a great leader! Team | Crew | Member | Service | Customer | Cash | Cashier | Job | Work | fast food ...

Chick-fil-A

Hospitality Professional

Oshkosh, WI

$18/hr

Oversee our playground experience (Coming in late August) Scheduling and Benefits: * Flexible ... it's an opportunity for teamwork and leadership development in a positive, people-focused ...

Chick-fil-A

Hospitality Expert

Oshkosh, WI · On-site

$18/hr

Oversee our playground experience (Coming in late August) Scheduling and Benefits: * Flexible ... it's an opportunity for teamwork and leadership development in a positive, people-focused ...

Crane 1

Territory Sales Manager

Milwaukee, WI · On-site

$70K - $80K/yr

Quoting, Prospecting & Lead Generation Cold calls, warm leads, customer outreach-your territory is your playground. * On-Site Appointments & Introductions Build relationships face-to-face with plant ...

Crane 1

Territory Sales Manager

Green Bay, WI · On-site

$80K - $85K/yr

Quoting, Prospecting & Lead Generation Cold calls, warm leads, customer outreach-your territory is your playground. * On-Site Appointments & Introductions Build relationships face-to-face with plant ...

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Playground Leader information

What is the difference between Playground Leader vs Recreation Assistant?

AspectPlayground LeaderRecreation Assistant
Required CredentialsCPR/First Aid certification, sometimes a background checkCPR/First Aid certification, relevant experience often preferred
Work EnvironmentOutdoor playgrounds, parks, schoolyardsCommunity centers, parks, recreational facilities
Employer & IndustrySchools, parks departments, community organizationsRecreation departments, community programs
Common Search & ComparisonPlayground Leader vs Recreation Assistant

Both roles involve working with children in outdoor or recreational settings and often require CPR/First Aid certification. However, Playground Leaders typically focus on supervising outdoor play and ensuring safety at playgrounds, while Recreation Assistants may have broader responsibilities in organizing activities and supporting recreational programs. The roles are similar in environment and industry, making them common points of comparison for job seekers.

What are the most commonly searched types of Playground Leader jobs in Wisconsin?

The most popular types of Playground Leader jobs in Wisconsin are:

What job categories do people searching Playground Leader jobs in Wisconsin look for?

The top searched job categories for Playground Leader jobs in Wisconsin are:

What cities in Wisconsin are hiring for Playground Leader jobs?

Cities in Wisconsin with the most Playground Leader job openings:

Playground Leader jobs near you
Infographic showing various Playground Leader job openings in Wisconsin as of August 2026, with employment types broken down into 1% As Needed, 82% Full Time, 14% Part Time, and 3% Contract. Highlights an 93% Physical, 2% Hybrid, and 5% Remote job distribution.

Playground Leader (Summer 2026)

Milwaukee Public Schools

Milwaukee, WI • On-site

Part-time

Re-posted 20 days ago

Milwaukee Public Schools rating

7.2

Company rating: 7.2 out of 10

Based on 35 frontline employees who took The Breakroom Quiz

246th of 640 rated elementary and secondary schools

Job description

Job Summary
Playground Leaders are the direct service provider of the Playground program. Leaders assist in daily playground operations at assigned playgrounds including the recruitment, engagement, and safety of playground participants.
Position Summary
  • Understand and abide by all policies and procedures outlined in the Part-Time Employee Manual.
  • Enforce all Milwaukee Public Schools and Milwaukee Recreation policies and rules.
  • Understand and abide by all policies and procedures outline in the Playground Staff Manual.
  • Lead and engage participants in a variety of games, sports, arts, and contests.
  • Assist in ensuring a safe and friendly playground.
  • Assist in the execution of emergency procedures and report all incidents/accidents immediately.
  • Actively promote and recruit participants for the playground program and field trips.
  • Actively assist "roving" staff who are on site providing additional activities for participants.
  • Coach various sports teams as necessary.
  • Complete all required paperwork/reports accurately and on a timely basis.
  • Assist in the facilitation of the Summer Meals program.
  • Assist/Mentor Milwaukee Area Workforce Investment Board (MAWIB) youth workers.
  • Inventory and maintain all equipment and retain all non-consumable supplies.
  • Other duties as assigned.

Supervision Required
Works under the direction of the Recreation Supervisor and Playground Resource.
Job Requirements
  • 18 years of age or older.
  • Able to meet the scheduling needs required for this position.
  • Access to reliable transportation.
  • Able to lift up to 40lbs continuously.

Preferred Experience
  • Previous work experience in a public setting with a diverse population.
  • Experience organizing and/or leading sports, arts & crafts, dance, and/or drama activities.
  • CPR/First Aid training/certification.

Knowledge, Skills, Abilities
  • Ability to effectively communicate with participants, parents, and staff.
  • Ability to foster positive working relationships.
  • Excellent decision making skills and ability to carry out verbal and written instructions.
  • Ability to participate interactively with a diverse group of youth in all playground activities.
  • Ability to work with groups of 20 or more youth at a time.

Working Environment
This environment includes walking, climbing, standing for long periods of time, and possible loud noises when exposed to activities in the gym or similar environment. Staff will be required to supervise groups of children and adults as well as assist in the accommodation of children and/or adults with disabilities (within parameters of provided training).

What Milwaukee Public Schools employees say

Pay

Benefits

Hours and flexibility

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