This article describes the author’s experience of preparing a text-commentary for the Online Companion to The Worlds of Roman Women. Companion provides a collection of unadapted Latin texts, with hyperlinked grammatical support, by or about Roman women from all parts of Roman society; it also places each text in its cultural and social context. Preparing a commentary with a feminist focus offers a unique teaching resource for Companion's target audience of intermediate Latin learners because of the otherwise neglected aspects of Roman culture and the Latin language that emerge from this approach. The process of creating a commentary for Companion has multiple benefits for Latinists at all levels. It provides an on-going professional development opportunity for pre-collegiate teachers, graduate students, and both pre-tenure and post-tenure university faculty by maintaining and improving contributors’ proficiency with Latin and enhancing their knowledge of Roman cultural practices and perspectives. The article outlines the process of identifying a suitable text, creating grammatical glosses, and collaboratively editing the commentary into its final form. The article explores the value of Companion as a teaching tool within the classroom, and encourages others to join the collaborative project of increasing the range of Companion’s texts. The more people who participate in this venture, the greater the benefits for our students.