Tiffany Shlain and Ken Goldberg discuss their decades-long creative partnership, the role of humor and questioning in their work, and the ideas behind their exhibition Ancient Wisdom for a Future Ecology: Trees, Time & Technology. The conversation moves through Jewish thought, feminism, robotics, ecology, family life, screen-free Shabbat, and the ways art can reframe our relationship to time, nature, and technology. Together, Shlain and Goldberg reflect on collaboration, creativity, and why the human experience matters even more in the age of AI.