Choose to be Curious Ep. #306: Skip the Small Talk, with Ashley Kirsner
Nov 20, 2025
Ashley Kirsner, founder of Skip the Small Talk, is on a mission to combat loneliness through deep conversations. She shares her journey of creating structured events that encourage vulnerability and meaningful dialogue. Discover how crafting intentional questions leads to richer exchanges and enhances self-discovery. Ashley discusses the hopefulness of social interactions, especially in a world filled with negativity bias. With practical mindfulness techniques, she empowers people to navigate conversational discomfort, making every interaction an opportunity for connection.
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From One Experiment To Global Events
- Ashley Kirsner started Skip the Small Talk as an experiment to address loneliness among people in their 20s and 30s.
- A one-time Facebook post event sold out and turned into a recurring program because attendees kept asking for more.
Loneliness Is A Major Health Risk
- Loneliness harms physical health as much as heavy smoking and increases risks like heart disease and neurodegeneration.
- Ashley argues prioritizing weekly in-person social time could reduce healthcare costs and improve wellbeing.
Ask About Internal States, Not Facts
- Deep questions that target internal states create richer connections than factual small talk.
- Sharing subjective experiences makes listeners feel closer and increases trust, supported by research.