Higher Grounds Andersonville: Deeper Conversations

Higher Grounds Andersonville: Deeper Conversations

Sunday, September 13, 2026 · 10:00 AM CDT · Collectivo Andersonville · Chicago, IL

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About this event

Join us in Andersonville for conversations that go beyond small talk. **Higher Grounds – Andersonville** is a new satellite chapter of the group that started in DC a few years ago and has grown to nearly 600 people there. Whether we're exploring technology and AI, life transitions, spirituality, culture, relationships, or the search for meaning, every conversation is shaped by the people in the room. There's no set leader or rigid agenda, just a shared commitment to listen as much as we speak. * We start with brief introductions: everyone answers what makes you you (not your LinkedIn bio). * Job titles come later, if at all. * From there it's conversational jazz. No script, just people listening and following wherever the room takes it. But we tend to go deep. * The direction of each meetup emerges organically, so every event is unique. **MANDATORY: PLEASE REVIEW OUR COMMUNITY GUIDELINES IN THE GROUP DESCRIPTION.** Everyone is expected to engage in respectful conversations and listen deeply as well as share. We have a zero tolerance policy of sexual harassment and hate speech. Come ready to share, reflect, and connect with others in Andersonville who are also seeking deeper conversations. Most tables never need a prompt, the conversation just flows, but if one does, feel free to pull from the questions below. **Suggested Questions: Life Stages & Transitions** 1. What did you think you'd have figured out by now that you're still completely winging? 2. When did you realize your parents' advice was for a world that no longer exists? 3. What are you finally old enough to stop pretending to care about? Suggested Questions: Identity After the Roles 1. Who are you when nobody needs anything from you? 2. What dream keeps resurfacing even though the "practical" time has passed? 3. How do you handle having the freedom you always said you wanted? Suggested Questions: AI & Being Human 1. What human experiences will AI never truly understand? 2. If machines handled…

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