This is the most supportive, and loving work environment I’ve worked in. I feel like I have a family here and the endless support from my wonderful colleagues has truly changed my life in terms of growth. I enjoy coming to work every day. The children, the parents, and the staff are kind and full of love. I value and appreciate that. Thank you for this opportunity. – Red Caboose Staff Member

Current Open Positions



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After School Program


After School Teacher


We are looking for caring adults who are energetic, creative, and dedicated to work with children in grades K-5 from a highly diverse group of socio-economic backgrounds.

Full Job Description: After School Teacher

Send resume and/or questions to School Age Program Director


Child Care Center


Learning at Red Caboose Child Care

Early Childhood Teachers

Our Early Childhood Teachers will work  in a classroom with young learners. We enroll children who vary in age from 9 months to 6+ years. We accept candidates for this position who fulfill at least the minimum licensing requirements for a Preschool Teacher in Wisconsin (preferred), although candidates with degrees in related fields are also welcome to apply.

Apply today! Teacher Application

Submit application to Preschool Program Director


Camp Caboose


Summer Day Camp Positions

Now hiring for Summer 2023!  Full and part-time positions available.  If you are interested in working with campers this summer please email our School Age Program Director,  Laura.