Red Caboose Child Care Center, Inc.  is looking for qualified individuals to join our team at all of our sites and in all of our programs!

Red Caboose Child Care Center, Inc.


Executive Director

Red Caboose is growing and changing in big ways. As we evolve from a cooperatively run neighborhood childcare provider to a $1.5 million nonprofit, we’re looking for a new leader. Our next executive director will have a strong nonprofit leadership background and will guide us as we undertake a governance transition, a refreshed and re-energized approach to our mission and vision, and a major capital campaign and building project.

Our next leader will help guide our systems while our programming directors run childcare operations. As such, nonprofit management, people and systems leadership, fundraising experience, and change management skills will be weighted more heavily than direct experience with early childhood education, city accreditation, and state licensing—although the successful candidate must be willing to learn and be comfortable in a childcare environment. The successful candidate will also be motivated by our mission of providing high quality, loving child care to a wide array of Madison families. This is a salaried position with excellent benefits. The Board will consider a permanent or temporary (2-4 year) appointment, depending on the needs of the candidate.

Job Vacancy: Executive Director

Submit application to Board President


Development Director

We are seeking a full-time Director of Development to lead the capital campaign for our exciting new $4 million building project as well as shape our other fundraising activities going forward. This position will work closely with our Executive Director as well as the Board of Directors and the Capital Campaign Council. The successful candidate will bring energy, new ideas, leadership, and focus to our team. This is an opportunity to establish a robust fundraising capability at our organization. The successful candidate will be passionate about our mission and highly motivated and able to meet or exceed current fundraising goals. This is a salaried, permanent position.

Job Vacancy: Development Director

Submit application to Center Director



Red Caboose's Child Care Center


Float Teacher

Our Float Teacher will work on an on-call basis in different classrooms with children who vary in age from 10 months to 6+ years. This is a full-time position. The successful candidate for this position will fulfill at least the minimum licensing requirements for a Preschool Teacher in Wisconsin, although candidates with degrees in related fields are preferred.

Job Vacancy: Float Teacher

Submit application to Preschool Program Director


Permanent Teachers & Substitute Teachers

We have a wide array of other opportunities to teach and care for children ages 11 months through 5 years old in our iconic Willy St. center. Applications below!

Employment Application: Center Teacher

Employment Application: Substitute Teacher

Submit application to Preschool Program Director



Red Caboose's School Age Program


After-School Teachers
We are looking for adults with professional experience who are energetic, creative, & dedicated to work with children in grades K-5 from a highly diverse group of socio-economic backgrounds.

Employment Application: After-School Teacher

Submit application to School Age Program Director



Red Caboose's Camp Caboose Program

2020 Camp Caboose Captains and Counselors
We are not hiring for Camp Caboose 2020 just yet.  Please come back in early 2020 to see what awesome job opportunities we have for next summer!