Presented by Bruna Nayara Moreira Lima, Chatbot Developer at PicPay at the 2021 Rasa Summit https://rasa.com/summit/ Not all beginner coders know what is a FOSS software nor understand how most FOSS communities work or interact. Onboarding newcomers is challenging to most communities. Underrepresented groups and non english speakers face additional difficulties to contribute to FOSS, such as language barrier and confidence gap. To overcome these barriers, BOSS (Big Open Source Sister) was created. The program has three major objectives: introduce newcomers to FOSS, to capacitate the under-represented in the coding community into technologies demanded by the software industry, and improve participants’ belief in their own competence. To do that, BOSS based their mentorship in chatbot development, using a Rasa boilerplate project, created by LAPPIS. This program won the Gnome Engagement Challenge second phase (5 finalists).