A day before the event, we sent instructions to all participants on how to install the appropriate software and development environment. The workshop began with improv actors acting out a conversation between two cave people to illustrate conversational principles. This followed with a 20-minute presentation I led, having actors illustrate conversation, discussing trust, conversation design, and design thinking principles. Once finished, participants were randomly organized into groups of three and four and asked to ideate on their chatbots, using cards from the game Apples to Apples to spur their process (Kirby, 1999). I introduced the Bot Persona method and teams proceeded to fill out their Bot Personas. Next, I re-introduced the expert improv actors, asking them to improvise a conversation based on one of the team’s persona. After watching the improvisors, teams then did the improv method on their own. At this point, we took a break, but my team and I stayed to facilitate open ended discussion. As the workshop restarted, participants were guided in initializing their chatbots. Once all of the chatbots were activated, I introduced conversation mapping. The workshop ended with an open-ended discussion about what we learned and chatbots.