Active listening is one of the most powerful communication skills, and it can be cultivated through daily practice. The proposed 2-hour experiential workshop is an effective method for developing active listening skills using role-playing. It can be applied as an experiential teaching technique either in-person in the classroom or through an online platform. Participants often reported quickly connecting with others, despite the brevity of the exercise. They also recognized shared challenges, highlighting active listening’s potential to foster a sense of belonging and shift thoughts and behaviors.