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

We are fully staffed for Summer 2022.  If you are interested in working with campers next summer please email our School Age Program Director,  Laura.