Ashley Kirsner

Ashley Kirsner

Released Thursday, 31st July 2025
Good episode? Give it some love!
Ashley Kirsner

Ashley Kirsner

Ashley Kirsner

Ashley Kirsner

Thursday, 31st July 2025
Good episode? Give it some love!
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Episode Notes

[00:00] The Power of Vulnerability

[01:57] Meet Ashley Kirsner

[03:55] The Impact of Active Listening

[05:02] A Transformative Call

[06:25] The Magic of Open-Ended Questions

[13:28] The Role of Basic Needs in Emotional Well-being

[17:10] The Birth of Skip the Small Talk

[25:18] The First Skip the Small Talk Event

[28:39] The Evolution of Skip the Small Talk

[32:56] Online Events During COVID-19

[34:58] Work At An Anxiety Lab

[38:08] The Importance of Positive Questions

[42:40] The Power of Repeated Questions

[45:33] Attending a Skip the Small Talk Event

[46:14] The Speed Dating Format

[47:21] Encouraging Anxious Participants

[48:45] The Power of Sharing Deeply

[49:32] Consistent Findings on Vulnerability

[50:13] Understanding Oversharing

[51:11] Structure and Time Management

[52:18] Facilitators and Norms

[53:12] Contact Information Norms

[55:06] Intentional Iteration and Safety

[56:37] The Role of Participants

[59:01] Financial Accessibility and Investment

[01:00:43] Balancing Accessibility and Compensation

[01:01:49] Compensating Facilitators

[01:04:39] Physiological Benefits of Deep Conversations

[01:07:00] Research on Loneliness and Connection

[01:09:02] The Impact of Loneliness on Health

[01:10:41] The Role of Sleep in Connection

[01:13:42] The Importance of Group Interactions

[01:15:10] The Power of Intentional Conversations

[01:20:26] Learning from Gathering Experts

[01:23:19] Right Now Question & Following Curiosity

[01:30:18] Where You Can Find Skip The Small Talk

[01:35:45] Takeaway Thoughts & Questions


 

Resources Mentioned

Skip The Small Talk

Chris Voss

Finding Good with Brian Fretwell

Dr. Nicholas Epley

DBT - Dialectical Behavioral Therapy

Brene Brown

How We Gather by Priya Parker

Power of Ritual by Casper ter Kuile

How We Gather by Dr. Angie Thurston - Harvard Divinity School

Death of Rasputin

Harvard Graduate School of Education

Harvard

Wharton Business School

MIT

GE Aviation

Act Blue

Beauty Pill

Producer Ben Ford


 

Questions Asked

When did you first understand the power of questions?

How would this possibly work?

What are we doing here?

How could this possibly be effective?

What is it that asking questions actually does for us?

In this deep end of the pool, for what you experience as a suicide hotline counselor, what does that look like?

How did that impact you?

Were there questions that you found most impactful on that end?

Are you feeling suicidal right now?

Do you have a weapon?

Do you have a plan?

Do you have any objects to complete that plan with you right now?

Are you comfortable being in a different room from it while we're having this conversation?

When's the last time you slept?

When's the last time you ate?

Can we get some food in you?

Can we take a walk?

Do they know anything you're experiencing right now?

If the roles were reversed and it were your partner or your cousin or your parent who were going through something like this, would you want them to tell you about it?

Do you think they wanna know if you're going through a tough time?

What if we had a space where we were all on the same page?

Can you take a moment to go home and be a little more vulnerable with your roommate, partner, family, or neighbors?

Can you take that skill with you into the rest of your life?

How are you doing right now?

How did you decide to do your first skip-the-small-talk event?

When's the next one gonna be?

Is this even possible?

How do you have people switch partners in a way that makes sense online?

How do we do this?

What do you got for us?

How do we do this for like hundreds of people?

Can you talk about that story of where you pulled the questions from, and why you chose the different questions that you did?

Where do you live?

What do you like about where you live?

What's the worst thing you've ever experienced?

When's the last time you cried?

When's the last time you experienced awe?

What's something you're proud of that you don't normally get to share with people or that might not be on a resume?

Specifically asking what are pieces of yourself that you don't normally get to share?

What is a favorite ice cream?

What was something that this organization has done right to help you?

What do you think it is about the structure that allows for that to happen?

What other elements are at play here?

Finances would be a barrier, can you help me out?

Do you wanna do it for free?

Due to your position in society, does it make you more or less likely to go to prison?

How can we do subtle things so that you don't have to necessarily out yourself as having an invisible disability, but still get your needs met?

How can we make people with marginalized identities feel comfortable opening up?

How do we make those spaces feel safer?

What is your right now question?

What makes an experience awesome?

What makes storytelling awesome?

Why was this moment so powerful?

Why do we dim the lights a little at dinner parties

What little things can you do to trick your physiology to be more immersed in an experience?

Does doing a new novel activity with someone, trick your brain into being more excited about hanging out with someone?

How can you make these memories more tactile?

What does the tablecloth feel like?

What do the napkins feel like?

Can you just do five more of these?

Can we do this throughout the year?

What assumptions are you making about how much others want to know about your inner world, and how might testing those assumptions change your relationships?

How might your community benefit from structured opportunities to practice deeper connection, and what role could you play in creating those spaces?

If you treated meaningful conversation as essential to your health, as sleep or exercise, how would that change your daily priorities and choices?

Are your questions designed to extract information or to create conditions where others can share the best parts of themselves?

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From The Podcast

Curated Questions: Conversations Celebrating the Power of QuestionsHosted by Ken Woodward, Curated Questions is a thought-provoking podcast that celebrates the art and science of asking profound questions. This podcast is for curious minds who understand that the right question can unlock new perspectives and drive personal growth.What to ExpectInsightful Conversations: Experts from diverse fields share their journey in mastering the craft of inquiry, revealing how it has transformed their lives and careers.Practical Techniques: Gain valuable skills to improve your questioning abilities, applicable in both personal and professional settings.Thought-Provoking Topics: Explore how questions shape leadership, personal transformation, and societal discourse.Why Listen?In an age of abundant information, Curated Questions reminds us that true wisdom lies in asking better questions. This podcast will help you:1. Enhance critical thinking2. Improve communication3. Gain new perspectives on complex issues4. Develop a nuanced understanding of the worldJoin Ken Woodward and his guests as they explore the transformative power of thoughtful inquiry. Curated Questions is more than just a podcast – it's an invitation to embrace curiosity, challenge assumptions, and unlock your full potential through the art of asking better questions.Subscribe now and embark on a journey to master the craft of inquiry, one question at a time.Website: CuratedQuestions.comIG/Threads/YouTube: @CuratedQuestions

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