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

Substitute Teacher

Our Substitute Teachers will work on an on-call basis in different classrooms with 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.

Employment Application and Job Description: Substitute Teacher

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.