foundercal
No picture from the organizer. This is our picture for a dinner.

Dinner In 3 days

November
Sunday
10:00 2026 · Chicago time

Higher Grounds Ravenswood (AM) Deeper Conversations

Where
Colectivo Coffee Ravenswood 1831 W Lawrence Ave, Chicago, IL 60640, USA, IL
Host
Higher Grounds Chicago: Coffee & Deeper Conversations
Entry
Not stated
Sign-up
RSVP
Get a spot on Meetup

All Chicago events

You sign up with the host. foundercal only links to it.

Your event? Manage this listing Report a change

Who you meetThe people on the listing, and what the host tells us about the room.

The host has not named speakers yet. Most people come for the conversations after the program.

Investors Not stated The listing does not say
The format One table Dinner
Sign-up RSVP Price not stated

AboutIn the host's words.

Join us in Ravenswood for conversations that go beyond small talk.

Higher Grounds – Ravenswood is a new satellite chapter of the group that started in DC a few years ago and has grown to nearly 750 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.

FLYERS: If a primary event leader can't make it, members are encouraged to print flyers to signal to others when the group is gathering at the beginning of the session. Download here: https://drive.google.com/drive/u/0/folders/1xJjtXWEg9NBgHyLqT2Mgp9Fhblh8ZJLr

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 Ravenswood 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 all your have-to's, what would you actually do?
  3. What becomes more precious as everything becomes automated?

Suggested Questions: Belief & Meaning

  1. What certainties have you given up, and what rushed in to fill that space?
  2. How has knowing someone who died changed how you live?
  3. What do you believe now that would shock your younger self?

Suggested Questions: The Modern Psyche

  1. What anxiety do you carry that previous generations didn't have?
  2. Which of your survival strategies are you ready to retire?
  3. What uncomfortable truth about happiness did it take you years to accept?

Suggested Questions: Work & Purpose

  1. When did you stop believing that your job would complete you?
  2. What would you do for work if money and status weren't factors?
  3. How has your definition of "making it" changed over the years?

Suggested Questions: Relationships & Connection

  1. What relationship dynamic do you keep recreating, and why?
  2. When did you realize your parents were just people trying their best?
  3. What kind of loneliness doesn't go away even when you're with others?

Suggested Questions: Time & Mortality

  1. What are you running out of time to say or do?
  2. How differently do you spend your time knowing it's finite?
  3. What will you regret not trying, even if you fail?

Suggested Questions: Society & Culture

  1. What social convention do you follow even though it makes no sense?
  2. Which generation do you understand least, and what might you be missing?
  3. What aspect of how we live now will seem insane in 20 years?

Suggested Questions: Personal Philosophy

  1. What rule for life did you create after learning something the hard way?
  2. When did you stop believing that everyone else had it figured out
  3. What paradox about life have you learned to live with?
  • cofounder

Full text on Meetup .

Where

Colectivo Coffee Ravenswood

1831 W Lawrence Ave, Chicago, IL 60640, USA, IL

Open in Maps ↗

Same week in Chicago All 93 events

Nov
Thu 12:00 Conference

1871 Fintech Innovation Summit

Investors in the room

1871 Events US$150
Nov
Thu 12:00 Meetup

Everyday Care

MATTER
Nov
Thu 12:00 Meetup

Driving Growth

Charles M. Harper Center
Small Business Development Center (SBDC) On Deck Pitch
Nov
Thu 14:00 Conference

Chicago Builds

Investors in the room

Landon Campbell Free
Nov
Thu 17:30 Meetup

Nucleate Chicago In-Person Team Matching

Nucleate Global Events Calendar Free
Nov
Thu 17:30 Meetup

AI UNDER DEBATE

Grassroots Tech Community Free
Nov
Thu 18:00 Meetup

From Cultura to Capital

77 W Wacker Dr
Latinas in Tech Free
Nov
Thu 18:00 Meetup

Chicago

Workbox Chicago - River North
Agentics Foundation Free
Nov
Thu 19:00 Meetup

Hardware Startups For Beginners

Eckhart Hall
Gabriel Daudy Free
Nov
Thu 19:30 Meetup

ATIHx Chicago Meetup

Off Color Brewing Taproom The Mousetrap
Madison Mohns Free
Get a spot on Meetup Sun 15 Nov ↗