The Secret to Better Conversations Isn't Talking | A Bit of Optimism: Feelings at Work | PART 2

21 Jul 2026 · 49 min · 25 chapters

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In short

How to have better conversations by listening to understand the person (not just the argument), uncovering needs beneath strategies, and using practical techniques (body language, phone away, “four-second rule,” “what else?”) especially in high-stakes and power-dynamic workplace situations.

Guests

Alex Simon, founder of LifeShop, teaches emotional intelligence.

Key claims

Most people confuse hearing with listening; many default to fix-it/problem-solving or proving they’re right. People often ask for a specific outcome (e.g., workload change) but actually want to feel heard/valued. Listening improves outcomes when at least one person practices it well. In authority settings, leaders must create psychological safety; in up-the-chain listening, employees must clarify what’s actually being asked and avoid “impact asymmetry” (treating casual feedback as a judgment of worth).

Notable examples

A team adjusted workload for an employee who said she was overwhelmed, but the real issue was deeper; a sales coach says good calls ask ~32 questions vs ~7; co-counseling emphasizes “warm eyes that believe in them”; uncomfortable silence (four seconds) prompts questions; “what else?” helps people solve their own problems.

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Chapters

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The Importance of Listening to Understand

0:00 to 1:24

Learn how to listen with the intention of understanding others rather than just formulating responses.

“The thing that I try to remind myself of, of my version of listening with curiosity is, am I listening to understand?”

Recognizing Poor Listening Habits

1:24 to 2:41

Explore common frustrations in conversations caused by poor listening skills.

“Instead of being angry that they don't know how to listen, if we were better listeners ourselves, it would help the conversation go better.”

The Value of One Good Listener

2:41 to 3:21

Understand how just one person who listens well can improve a conversation significantly.

“If you know how to listen for that deeper thing, it helps us resolve tensions and find more joy at work, both for others and for ourselves.”

The Misconception of Listening

3:21 to 4:25

Learn about common misconceptions and definitions of listening versus hearing.

“And if you enjoy this episode, please remember to subscribe.”

Listening Beyond Words

4:25 to 5:51

Discover the deeper nuances of listening that involve understanding tone and subtext.

“Because without definitions, we don't know what things are.”

Problem-Solving vs. Listening

5:51 to 7:02

Understand the pitfalls of jumping to solutions instead of listening to the underlying issues.

“Rather than, because, you know, listening involves subtext.”

The Real Needs Behind Requests

7:02 to 8:11

Learn how to identify the real emotional needs behind what people ask for.

“and they're like, I'm feeling really overwhelmed.”

Disaggregating Needs from Strategies

8:11 to 9:18

Explore the difference between needs and strategies in communication.

“I think we behave slightly differently in our personal lives.”

The Social Benefits of Being Present

9:18 to 14:00

Discover how practicing presence in conversations enhances listening and connection.

“No, no, I'm just distracted for a moment.”

The Art of Listening: Presence and Focus

14:00 to 15:40

Learn how mindfulness and meditation can enhance your listening skills.

“And the reason we practice meditation is so that we can be there for someone else.”
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Body Language and Listening Techniques

15:40 to 17:50

Discover how body language and physical presence improve listening effectiveness.

“Let's actually like pivot here slightly and get into actually how to do it.”

The Challenge of Eye Contact

17:50 to 20:40

Explore the nuances of eye contact and its impact on communication dynamics.

“Yeah, I also think it depends on the spirit with which you're making eye contact.”

Curiosity vs. Judgment in Listening

20:40 to 23:00

Understand the importance of listening with curiosity rather than a judgmental mindset.

“okay because I truth truth truth like that instruction befuddles me.”

Sales and Effective Listening

23:00 to 25:50

Learn how effective listening can transform sales interactions and improve outcomes.

“And I think that's a very important distinction, which is not listening to understand the argument.”

The Power of Silence in Conversations

25:50 to 28:00

Discover the impact of using silence strategically in conversations to encourage dialogue.

“and the average good sales call, the salesperson will ask 32 questions on average.”

The Power of Uncomfortable Silence in Conversations

28:00 to 29:25

Learn the benefits of embracing silence during conversations to encourage deeper dialogue.

“And then I'll say, I just want the audience to know, I just want you all to know that I am much more comfortable sitting in uncomfortable silence than you are.”

Exploring Questions That Uncover Deeper Insights

29:25 to 30:59

Discover how asking open-ended questions can reveal more in conversations.

“One of my favorite other ways to kind of peel back the layers of the onion of what someone's situation is, it's a really beautiful question that comes from a Buddhist monastery in France where I spent several months.”

Creating a Culture of Self-Reliance Through Listening

30:59 to 33:59

Understand how listening can foster independence and problem-solving in others.

“Well, you know, the vendor, blah, blah, blah, blah.”

Navigating Power Dynamics in Workplace Listening

33:59 to 36:26

Learn techniques for effective listening in hierarchical workplace settings.

“Like, what if I'm in the position of hierarchical, I'm in the position of influence and I have a leadership position.”

The Role of Reflective Listening in Effective Communication

36:26 to 38:09

Explore when and how to use reflective listening to enhance communication.

“Or is it that they're not feeling heard that they keep repeating?”

Authenticity in Listening: Beyond Techniques

38:09 to 41:25

Understand the importance of genuine listening beyond just techniques.

“So what you're saying is you're really frustrated with me?”

Listening Up: Understanding Expectations from Authority

41:25 to 42:01

Learn how to effectively listen to authority figures to grasp expectations and align goals.

“as to someone who has a position of authority in an organization, how they can hold space for someone else, at least a little, some of the techniques.”

The Importance of Listening Up

42:01 to 45:30

Learn about the nuances of listening up in communication and its impact.

“But after you've been charting that course, just one degree off for however many days, you're going to the completely wrong direction.”

Listening as a Learnable Skill

45:31 to 47:22

Discover how listening can be developed into a skill similar to physical training.

“My ability to ask questions allows me to depersonalize what the issue is because I might go, they think I suck.”

Listening Builds Trust and Connection

47:23 to 48:15

Understand how good listening is foundational to trust and intimacy.

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Transcript

Automatic transcript. May contain errors.

0:00The thing that I try to remind myself of, of my version of listening with curiosity is, am I listening to understand? Same, same. Same thing of like, am I listening so that I can find my points to prove why they're wrong and why I'm right? Or am I listening because I genuinely want to understand where are they coming from? Let's say that slower. And let's say that let's look because that is a really important point, which is that am I listening to understand so that I can make my points and be right and make them wrong or prove that they're wrong? Or am I listening to understand? What was the second part?

0:26Or am I listening to understand to genuinely hear where they're coming from? you hear where they're coming from. And I think that's a very important distinction, which is not listening to understand the argument. You're listening to understand the person. Have you ever felt frustrated, angry, dismissed, or misunderstood by someone you're talking to? You're trying to tell them how you feel, or you're trying to give them some feedback or resolve some tension or conflict, and they keep interrupting you or acting like they understand when they don't. Worse, when you point out that they aren't listening to you, they parrot what you said back to you as proof that they are.

1:02What you're experiencing is talking to someone who doesn't know how to listen. Here's the bad news. That's most of us. It's true. Most of us are bad listeners. But here's the irony. For a conversation to go better, it actually only requires a minimum of one person in that conversation to know how to listen, that magical art of making the other person feel heard. Instead of being angry that they don't know how to listen, if we were better listeners ourselves, it would help the conversation go better. And if both had the skill, oh, well, that's just joy of joys. But most of us don't bother to spend the time to learn or practice listening because most of us think we're already good at it.

1:47Instead of taking a summer hiatus, we're presenting a special five-episode series of A Bit of Optimism to go deep on human skills, the things that help us connect, collaborate, and succeed in any human relationship. That's why I invited Alex Simon to join me, founder of LifeShop, where she teaches emotional intelligence. And over these five episodes, we will tackle some of the messier interactions, like having hard conversations, people-pleasing, giving feedback, and taking accountability. and this one, listening. Here's what you can expect from this episode. First, we'll discuss what people ask for and what they want are very often not the same thing.

2:29At work, for example, people may say that they want to raise or to reduce their workload or want to change their team. But often, when they get those things, it doesn't actually fix how they feel about their jobs. That's because every so often we think our dissatisfaction at work is because of those things, when it's actually something deeper. If you know how to listen for that deeper thing, it helps us resolve tensions and find more joy at work, both for others and for ourselves. Next, Alex will teach her four-second rule, a very simple technique to help us become better listeners immediately.

3:01It's so simple, you can actually use it as soon as you're done listening to this podcast. And finally, we discuss how to listen and how listening can often go haywire when there are power dynamics involved. So settle in. This episode is one of the steps you can take to be a better listener. And I promise everyone in your life will love you for it. And if you enjoy this episode, please remember to subscribe. This is a bit of optimism.

3:33When you say to somebody, are you a good listener? Most people are like, yeah, I'm a good listener. Really? I think most people know. You think most people know? I think men think they're good listeners. because they confuse listening and hearing. Yeah. Like, you're not listening to me, and they say back everything they heard as proof of listening, even though I was watching TV while you were telling me. I think most people know on a deep level that they're not that good of listeners, but I think that most people are trying their best and just think we're not taught how to listen. So let's start at a high level and work our way down.

4:00Yeah. Okay? How does that work? That works. Okay. So let's define listening. Do you know about me that I really hate definitions? I love definitions. I know that you do this. I love a definition. You know that I set out once, and this is a different podcast, I set out to define art. It was like one of my core goals in college as just a personal thing was to define art. I'll tell you my definition later. But yet, no, I love definitions. You hate them. Because without definitions, we don't know what things are. Okay, I guess what I believe in is going back to your own experience of what things are.

4:34I don't really need to define listening because you know what it feels like to listen to, and you know what it feels like to listen, and you know when you're not listening. But if we're going to teach somebody something, they have to know what they're going to be taught or what they're reaching towards. I can't be like, you'll know when you say it. I think you will absolutely know when you say it. I think that's true, but I'd still like to define it. Okay, you can go for it. Okay, so this will be the Simon part of the podcast, the definition corner. So let's define what it's not. Yes, let's do that.

5:02Okay, we can start by not listening. Okay, so listening is not waiting for your turn to speak. True. A lot of people sit there and just nod their heads. No, a lot of people sit there and nod their heads, but they've got their thought. They're ready to say it. They're just waiting for the person to take a breath or be done with what they're saying. Yeah. Completely disengaged so that I can say my thing. Yeah. That's not listening. I feel like, oh, I just did it. I feel like it's, yeah, like just you're waiting to reply. Waiting to reply. That's not listening. Yeah. Hearing the words that are spoken.

5:34That's not listening. That's hearing. Yeah. But that's not listening. I've always tried to pursue that listening is the skill, dare I say art, but skill of allowing the other person to feel heard. Listening for meaning. Yeah. Rather than, because, you know, listening involves subtext. Listening to people is to look beyond the words. You know, it's paying attention to tone of voice and volume. You know, the joke I always make that if, we say this at work, which is, if the response is above a five, it's about something else, you know? And you have to be able to listen for that. Like, if somebody's going nuts about something like, you brought me the wrong drink, it's not about the drink.

6:22There's something pent up. And good listeners are clued into things like that. What else do you think people do? I come to you with something, and instead of listening, what are the other things that other people do? I think, okay, other things that are not listening. You tell me something and I don't explore, I give an answer immediately. So I use whatever you're telling me is just a prompt for me, right? That's not listening. Yeah. I think relatedly problem solving, like the knee jerk. Like, oh, why don't you just do this? The knee jerk to fix. Yeah, the fixing, advice giving. I think the problem with knee jerk problem solving is that often you're solving the wrong problem.

7:02Like someone comes to you, let's say, on your team, and they're like, I'm feeling really overwhelmed. I'm feeling overwhelmed by this and this. And you're like, okay, well, let's just fix this. Let's change your workload. It's like, whoa, we don't actually know what's going on. You end up solving the wrong problem if you're not actually understanding the problem. And so I think a true listener in that situation would be like, okay, tell me more. What's going on? What's the context here? We had this happen on our own team a bunch of years ago where we failed to listen, and we lost an employee as a result.

7:29She told us that she was overwhelmed, and we immediately went and looked at her workload. We were like, what? Like we adjusted her workload and we looked at, and every time she said, I'm feeling overwhelmed, I'm feeling overwhelmed. We, or I am overwhelmed. And by the way, she thought too that it was work. Yeah. But you can, with true listening, you can be like, okay, what's going on on a subterranean level here? Like what are the things actually motivating you? What is your felt experience creating that 360 view as opposed to just being like the surface level of like, oh, what do you literally think that you want to happen in this situation?

8:02And here's one of the great values of listening, which is most people actually don't want the thing they ask for. Most people want to feel heard. Maybe the first part is a little bit of a generalization, but the point is that the number of times in our lives where someone comes to us with a problem or a concern or a feeling, they state it, whether they state it well or badly, they state it, and too many of us go into fix-it mode, especially at work, especially at work. I think we behave slightly differently in our personal lives. I think we do it a lot in our personal lives. I agree with what you said about oftentimes the thing that we're actually after is to feel understood and heard.

8:39And I would maybe disaggregate a little bit further. I love the word disaggregate. I just want you to know it's one of my favorite words. It's a great news. It's very underused, and it is a particularly good word, disaggregate. Because we know what it means to aggregate, just to bring things together. When you hear disaggregate, it makes you sound much smarter, even though it's just adding diss to a word we all know. Well, that actually goes to one of the other things that I think we do instead of listening, which is trying to sound smart. I think especially at work, we're really trying to prove ourselves and sound smart.

9:05We're trying to be the person with the idea and trying to be the one who comes up with the solution or trying to be right. And I think that that often really gets in our way. But if you want to sound smart, you should use the word disaggregate. I'll tell you another one. And now you know. And now you know. And that's one to grow on. And I'll tell you one more word that... Simon, you're not listening. No, no, I'm just distracted for a moment. This is interesting. one of my absolute favorite words, which nobody knows the definition to, and if you use it, everybody thinks you're a genius, but it's only, but it's only a changing the part of the speech, right?

9:35It's the word hypochondriacal. Oh, isn't that magical? It sounds so beautiful. It's fun to say to hypochondriacal. All it is, is the adjective form of hypochondriac. He's a hypochondriac. That's my hypochondriacal friend, Dave. Hypochondriacal, such a lovely word. Anyway, let's go back. You were just aggregating. I interrupted your disaggregation. What was I desegregating? Before I got not listened to. I was just doing a demonstration. It was great. It was all a demonstration. Thank you. Your point was sometimes someone comes and they think that they want a specific thing. They want some problem to be solved in a pinpoint solution way.

10:11And they said, no, actually, what they actually want is to be heard and understood. I think if we were to desegregate it, it would be sometimes we have, often we have a need to be heard and understood just in general, which is like, I need to be seen. and I need to be cared for. There are a bunch of other things there. And then often we do still have a problem at hand. Like I can feel really heard and really cared for and then like still... I still have a problem. Still need to fix that. And I think you're right that often when we feel that something's wrong, we come with a strategic solution.

10:39We're like, I want to raise or I want us to do this thing. And we come with like what we think the answer is. We come to the boss with the problem and the solution. Yeah. Because you told me to be solution oriented. So here I am. Which sometimes is best practice, I think. Right. So they come with a solution to be proactively thinking about things. there's this thing from nonviolent communication that I really love which is they from nonviolent communication nonviolent communication yeah which is like um it's like a communication skills it's like a whole world of communication skills nonviolent communication um one of my favorite little frameworks that is in nonviolent communication is the difference between needs and strategy and so like needs are our like core human needs the need to be respected the need to be in connection with other people the need to have autonomy like there are all these kind of universal needs and then how we get those needs met is the strategy.

11:27So like the way that you get your need for autonomy met is maybe different from the way that I get my need for autonomy met. And so often when we're kind of stuck, we're coming with strategies as opposed to being like, okay, what is my need in this situation? It's like, for example, I might come and say, give me a raise, but actually my need is to feel valued and respected and that I'm a valuable member of the team. And we think that the money will make that feeling of feeling undervalued go away, which it may for a few weeks. Yeah. But then everything's going back to normal and you're like still like why does no one respond to my slacks or listen to my ideas?

11:56And so I think when we think about listening exactly what you said earlier of how do we actually listen? What's the need underneath the strategy? Like they're coming to me with this like surface level thing. What's going on? I like your use of the word need. Like what's needed here? And it turns you into an investigator. Did I ever tell you my whole soapbox diatribe about being present? Did I ever tell you that? No, I can't hear it. Because it speaks to this. True story. I was in this meeting once. The person sitting next to me in the meeting was apparently some famous yoga instructor, I don't know.

12:28And throughout a lot of the meeting, she was on her phone under the table. And I'm sitting next to her, so I can see what she's doing. She's not like checking in on her grandmother who's in hospital or whatever. She's on social media. I'm sitting right next to her, right? And she's looking down a lot of the meeting. And at some point in the meeting, we started talking about being present, like as a concept. And her head pops up, and she says, that's why I love yoga, because it helps me be present. And I'm thinking, you're an idiot, right? And then it got me thinking. All of these sort of practices that we do, we forget the social benefit of them.

13:03And meditation is a big one, right? So if you ask people, like, all the science about the benefits of meditation, it helps you do this, and it helps you regulate all this. But we forget that there's a social component to meditation, because we are both individuals and members of groups at all members at every member at every part of the day. So if anybody who practices meditation has ever heard anything about it, you know that what you're supposed to do is clear your mind. They say, well, it's impossible to clear your mind. So what you do is actually you focus on one thing. It could be your mantra.

13:31It could be your breath. It could be a sound. It could be a dot on the wall. It could be a sound. It doesn't matter what it is. Focus on one thing. And if something interrupts that concentration, you have a thought. Oh, I've got to go to the supermarket. it. You label it a thought. You're like, oh, that's my thought. I will deal with it later. And you push it out of your mind, right? And at the end of this, you may, if you're lucky, get the feeling of being present, right? Which is, oh, I'm so present. My attitude is you are not present. The pro-social component of it is, the social component of it is you are not present until someone else says you are.

14:03And the reason we practice meditation is so that we can be there for someone else. So for example, someone comes to you and says something great happened in my life, or I'm really struggling in my life, or this thing went horribly wrong at work. And now that practice of meditation that you've been doing, you can apply here, which is you're focused on one thing and one thing only, what the person is telling you. And when you have your own thought of something you want to contribute, you label it a thought, you put it out of your mind, and you're like, I'll deal with it later. And you know that you have been present, and all of that practice has been worth it.

14:32At the end of the conversation, somebody says to you, thank you for listening. Boy, I really, wow, I really appreciate this. And that deeply meditative practice makes us better listeners because we understand that it's not about the thoughts in our brain. It's about the one thing we're supposed to be focusing on. And there could be a big boom over there and you just don't, you just don't break focus. And what that does for the person who's feeling it, it is the most wonderful intense feeling to know that someone is completely locked in and dialed in to me. It's such a gift to give to someone. And I think that very often we forget, and when we practice these techniques, both meditation or even some of the stuff that we're going to talk about, we think it's for us.

15:14But it really is also, yes, there are benefits to you, 100%. It's a powerful feeling to be the listener. But it is a gift to make someone feel understood, seen, heard, valued. And in a work context, the benefits that the company reaps when as many people as possible get to feel that way is overwhelming. And the data proves it. I think we've made a case for listening and the value of it at work. Let's actually like pivot here slightly and get into actually how to do it. I can share some of my favorite listening topics. So I think let's start with the very first one, which is one of the easiest things to do, which is body language.

15:54Because if I sit and talk to you like this, even though I'm looking right at you, you don't feel like I'm paying attention. Squaring your body to the person you're listening to. So square your body to the person you're listening to. Another big one is wear your hands. So like people feel safer when they can see your hands. So if you're fidgeting or if your hands are away, like it activates like a little bit of a like, oh, be aware of that, be aware of that. And so like, what are you doing with your hands? Interesting. I didn't know that one. And holding your phone. makes people feel not heard.

16:25Yes. I mean, holding your phone, having your phone up. Even if your phone is down. You're still losing up. Because I know the reason is because we still have the dopamine addiction. So when the phone is present, even if it's down, you keep sort of, every now and then your eyes go to it because you're like, I wonder if something came in. I wonder if something came in. I wonder if something came in. And so out of sight, out of mind, put it in a drawer, put it in a bag, turn all noises off. You're just instinctively, you're going to be more present for that person. That's a big one. I mean, for me, eye contact is the biggest one.

16:57And when people are not making eye contact, I have a fear of being boring or like not being worthy of speaking. I have a fear of being, not being worthy of being heard. And so for me, when someone like moves their eyes, it activates. It's like, oh, well, confirmed. But what if some people are just really uncomfortable with eye contact? Like when I think, I like look around the room. Yeah. So the person is, I mean like, do I have to force myself to stay? But that gets artificial. and weird if I'm just staring at your eyes. It's hard for me because I listen with presence of, and I make eye contact with someone when I listen.

17:29Like, if I'm trying to communicate what you're saying is boring and I don't want to hear it, I would look away. But how much, if there's a power dynamic, right? And the person with more power, even if it's, and it could, you know, much higher in the hierarchy, they're fixated in your eyes and doing eye contact. That can be very intimidating for somebody. And I could make the argument that for that person who has the position in the hierarchy that maybe learning to adjust eye contact to make the other person feel relaxed is actually beneficial to the listening exercise, even though we've been told, make eye contact, yes-ish.

18:08Yeah, I also think it depends on the spirit with which you're making eye contact. Like what kind of eye contact are you making? Are you making like barrels down like this eye contact? Don't do that. Don't do that, it's not good, it doesn't feel good. I don't like that. Or, okay, so there's this technique of listening that I studied last year that I really love. It's called co-counseling. Actually, I don't remember. Co-counseling? You want to hear about it? Yeah, it's called co-counseling, which is basically this idea of instead of paying a therapist to listen to you, which is like a one-way exchange of money to attention, what would happen if we trained everyone in a similar style of listening and holding space for one another, and then we could offer it to each other.

18:42So it's like peer-based. But it's not like therapy in a traditional sense. It's mostly just listening. And I think it's a really great idea. And so I studied it. and almost all of their whole philosophy of listening comes down to one very simple thing, which is to look at someone and listen with warm eyes that believe in them. And I was like... That's a hard instruction. Oh, really? I was like, that's it? Listening with warm eyes that believe in them? It's like really not that hard. And so when I'm making eye contact, I'm trying to offer someone my attention and show that I'm offering my attention And the thing that I literally ask myself in my mind is, am I listening with warm eyes that believe in them?

19:24So for you, it's easy because you're very emotionally evolved. I think for a lot of people that they will try in earnest to follow the instructions. It's almost like a little, you know, Asperger-y, which is somebody said, you know, somebody told somebody on the spectrum, you know, find common interests. And that's how you make friends. and like, you know, do you like battleships? I like battleships. Do you like turtles? I like turtles. I like turtles. You know, it's like they're following the instruction, but it doesn't work. And so, you know, I think the reason we look with barrels is because you like make eye contact and it's like, right?

20:03And I think when you say listen with warmth and what? Warm eyes that believe in the person. Like if you were to tell, even me, like if you were to tell me, listen with warm eyes and be believable, literally what's going through my head is listen with warm eyes Simon listen with warm eyes and like I'm just like how the hell do I do that do I tilt my head sideways well try try with me look at me with like a barreled down eye contact no yeah and now try with like try close your eyes for a second maybe and try to ask yourself okay no no how do I listen with warm eyes that believe in the person I would like to adapt the instruction so that I may follow it okay because I truth truth truth like that instruction befuddles me.

20:46Listen with warm eyes. I can't follow that. I literally don't know what to do. What I think produces the same result is if you told me, listen with curiosity, then I'm going to show up and be like, all right, just be curious in what they want to say. Don't judge. Don't worry. Don't fight. Don't fix. Just listen with absolute curiosity. Be a social scientist, be an archaeologist, I think what you would get from my eyes is that warmth. Because I'm not making eye contact, but I'm curious. So if you tell me, listen with curiosity, I think that would work for me. Yeah, interesting. Yeah. So for some people, it's easier to focus on the behavior of like, oh, am I doing this thing?

21:25And then the curiosity naturally arises. Maybe for you, it's the other way around. I need to know the reason I'm listening and what you want me to, and then my eyes will follow. And even that is so powerful because it's so different from what we normally do. Like normally, we're not listening. We're trying to get our own thing that we want to say in. We want to interrupt. We want to show the person why we're wrong. We want to defend our intentions. There's so many things that we do instead of listening with curiosity. And so if that is the core and that's what allows you to engage with presence and like great, all of those normal things that you would normally get in the way of your ability to listen with curiosity, those are not all of a sudden front and center in your experience.

22:02Like for me, when I'm really struggling to listen to someone and they're saying something that I don't want to hear or that hurts me. I find it really hard when someone is sharing something that makes me feel like they think my intentions weren't good. That makes me feel defensive because I know in my heart, I believe that my intentions are generally quite good. And so if they're saying something and it's like, well, no, you don't get it. I'm a well-intentioned, good person. And so that makes me feel defensive because I want to show why my intentions are good. And that stops me from listening.

22:28So the thing that I try to remind myself of, of my version of listening with curiosity is am I listening to understand? Same, same, same. Same thing of like, Am I listening so that I can find my points to prove why they're wrong and why I'm right? Or am I listening because I genuinely want to understand where are they coming from? Let's say that slower because that is a really important point, which is am I listening to understand so that I can make my points and be right and make them wrong or prove that they're wrong? Or am I listening to understand, what was the second part? Or am I listening to understand to genuinely hear where they're coming from?

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23:02And I think that's a very important distinction, which is not listening to understand the argument. You're listening to understand the person. What I find so interesting is we've barely scraped, we're talking about squaring your body with somebody which makes them feel heard. That's stage one. We talk about putting away our phones. We haven't even talked about the ears yet. We're barely talking about the ears and yet all of this prep for listening is eyes and shoulders and devices. And I think that these things, Even if we just start there, already someone will feel way more appreciated and heard before we've even engaged the ears.

23:41I find this, that's how difficult listening is. It's a whole body exercise. It is a whole body experience. And it is like difficult. And then in a different sense, it's also easy because just not doing the things that are normally tripping you up. You know, it's like, it is really hard. It's so hard, whatever. Or just like just put your phone away. Look at the person. Like it's not that complicated. and there are certain things that you can do to improve. And I think when I think about - But people don't prep to listen. When somebody says, hey, do you have a minute? I got something on my mind.

24:09Can I, do you have a minute? Yeah. And usually go, yeah, what's on your mind? Like we don't think we have to prep for that. That we would turn towards them and put our phone away and then adjust mindset for curiosity or to understand. And then we say, yeah, what's on your mind? Like we don't prep for that response. We just go, yeah, what do you got? obviously with practice it becomes innate and second nature for people but I think we're more casual about it and there's a caveat to this which is not all listening needs to be this intense sometimes stuff is casual and quick and off the cuff we're talking about when it matters when it stakes are higher when it matters when there is emotion involved when there's misunderstanding involved when there's conflict involved when there's human need involved like feeling seen or heard or when somebody comes in too hot, understand where it's coming from as opposed to taking the bait and just responding to the heat.

25:06That's when these techniques are most valuable. But there is such thing as just casual easy. Of course, there's such thing as casual. We're not obsessive here. Yeah, and I also think you're right that a lot of it is like, oh, hard conversations, emotions are running high. And then a lot of listening is also, okay, we're in this project of collaboration. What are your needs? Let's take sales, for example. Sales should be 90 % listening. Someone will tell you what their needs are, and then you can figure out, oh, I'm going to now offer it to you in terms of what your needs are. Or just like working with anyone, figure out what is your context, what are you looking for in this situation, and then I can frame my thing.

25:41But only if I'm listening, only if I'm actually getting the information. There's a famous sales coach named Jack Daly who told me that the average bad sales call, that the salesperson will ask seven questions, and the average good sales call, the salesperson will ask 32 questions on average. An average of seven questions versus an average of 32 questions. To your point, which is it's not just like going through a checklist of questions, but they're asking questions because they asked one question and it needed a follow-up for understanding. And it needed a follow-up for understanding. And it needed a follow-up for understanding.

26:11And then they feel fully abreast and the other person feels fully heard. And then they can be like, actually, we have that. Totally. We can help you with that. And it's really not that hard. Versus sell, sell, sell. And this is what I think people, when we say sales, we should stop calling it sales. And we should start calling it listening. Because if you're in sales, you shouldn't have to sell. And the art of selling is your mouth. That guy could sell ice to an Eskimo. That's his mouth. But really the best salespeople are much quieter and they use their ears a lot more. And there are so many simple things that you can do.

26:48Like, okay, one of my favorite tricks is the four-second rule, which is basically the average amount of silence that it takes to make someone uncomfortable is four seconds. Let's try it. So, okay, so the way that I think about it is if you know that, now you know, if you're willing to stomach the four seconds, which, by the way, are uncomfortable, then they'll take the conversation in some crazy direction. Immediately what goes through my head is I'll do a speaking engagement. and there'll be a Q &A at the end. And the organization that brings me in, they go, hey, so we scripted a couple of questions to get it going.

27:27And I always say, don't do that. And they go, no, no, you don't understand our audience. They're not big question askers. You know, they're engineers or whatever. I'm like, no, no, don't plant any questions, please. They're like, no, but you don't understand our audience. We've been doing this for years, and nobody asks questions. I'm like, please don't do anything, right? And then at the end, I'll be like, are there any questions? and I know what a lot of speakers do. They go, questions? Come on, guys, give me a question. Anyone? Any questions? I'm here for you. Ask me a question. And they don't allow that discomfort.

27:57And I'll stand up and go, any questions? And it'll be quiet. And then I'll say, I just want the audience to know, I just want you all to know that I am much more comfortable sitting in uncomfortable silence than you are. And invariably somebody will raise their hand to break the discomfort of the silence and ask me a question. 100 % success. It's the exact same thing. It's the exact same thing. Somebody can't stand it. Yeah. And so they'll break it. And the question is, as the listener, do we have the discipline to sit in that awful discomfort until somebody breaks it and just starts talking? It's really amazing.

28:29And I think it works really well with people. So good. It's so good. It works really well. I think it works really well in two situations. First of all, when you're kind of like in a rut. And someone like, let's say someone's talking the whole time and not asking you any questions. And you're asking them questions. You're asking them questions. and then if at some point if you're like okay i'm just gonna do it and sit there you go one two three and by the time in your head in your head then by the time it's more they're like oh what about you you know and they like haven't asked you a question you're like what about me what you've been talking for 30 minutes and so that's one way it's like this is good on dating it's really yeah it's really really good on date on dates that's one thing and then i think another thing is if you can feel that the person has more to say that they haven't yet revealed to you and so like to me true listening it's like panning for gold of like there is gold is like the thing that you're supposed to be understanding about the person's experience and so when you're listening you're kind of just panning and so listening with patience and being able to wait those four seconds are also a way of signaling like hey i care tell me what what else is going on as opposed to interrupting, overriding, defending yourself, like doing all those things that are not listening.

29:39One of my favorite other ways to kind of peel back the layers of the onion of what someone's situation is, it's a really beautiful question that comes from a Buddhist monastery in France where I spent several months. And it's the question, is there more? If someone says something to you and then you say, okay, tell me more. What else? Is there more? And this is an amazing trick. It's like one of my favorite things to do. And I'll often do it many rounds. Like someone will share something with me. And again, normally, like if, let's say it's a hard conversation. You say something to me, my instinct is to be like, that's not true.

30:14You're wrong. That's not exactly what happened. Like all of the voices going on in your head that want to show them why they're wrong and you're right. And so imagine how relieving to the soul and like how powerful it can be when you say, okay, what else? When we teach people how to do why discoveries, we teach listening because you have to get, you know and we teach them and I've learned this from Y Discoveries which is whatever somebody says it doesn't matter you start with the opening question whatever the question is they say whatever they say which doesn't matter and then literally for the next half an hour you're going to be saying what else tell me more go on what else tell me more go on what else tell me more go on you know so those years what else tell me more go on I mean some combination and some permutation a variation it doesn't really matter is there more I mean that's you know I mean I like yours too and sometimes silence does the job too just sitting in the uncomfortable silence is another way of signaling go on yeah you know um and it's magical and it is it it is magical and simply those two words go on yeah meaning i know there's more that you're not telling me and i give you a safe space to to sell me more so like hey boss um something went wrong on this project uh what happened well this this this and this happened and like nobody really knows what to do and the instinct is to be like why don't you guys try this maybe that'll work as opposed to say well well, what else?

31:31Well, you know, the vendor, blah, blah, blah, blah. And, well, do-do-do-do-do. Go on. Do-do-do-do-do-do-do-do-do. You know? And before you know it, not only do they feel heard, they've solved their own problem. Totally. It's amazing. It is amazing. Yeah. And at the end, you know, they'll be like, okay, all right, got it. All right, thanks, boss, this is great. You're like, I didn't do anything. I didn't do anything. So teach, not only does it make people feel heard and supported, it also teaches self-reliance. Because it should, because, and I've, again, because I think out loud, it gets in the way for me, which is I'm thinking, but basically what I'm doing is talking, and I give so many answers that what I accidentally do is create a culture of reliance where everybody comes to me with their problems and expects me to answer them, and if I don't answer them, they're like, what the?

32:22Because I'm the one who's created a culture where I just give all the answers so that nobody has to think or problem solve. I've made that mistake. Yeah, whereas like when you're actually listening, people can find their own solutions. And just to put a full stop on it, because other people have made that mistake too, okay, what if you've created a, because some people who are listening to this, they've been doing everything wrong, even if well-intentioned, trying to give answers, trying to fix, because that's what my job is. I'm here for my people, blah, blah, blah. But now they've created a culture of reliance.

32:54How do you now reverse it? Okay, you've got some of these new skills that we're talking about, but you've got a culture of, well, come on, tell me. And you're like, go on, tell me else. No, no, no, tell me. Just tell me. I mean, I've had people say that to me. Just tell me, right? And that was my fault. And to reverse the culture, you have to signal that you're going to reverse the culture. So I did it out loud. I'm like, I have realized, I've come to realize that we have a culture where people come to me with their problems, and I naively answer the questions. and I'm going to practice hearing and helping you come to the solutions yourself by asking more questions.

33:32So start getting used to it because it's going to change. And I realize that, and I don't blame anybody, I blame myself. I realize that I have been a bad listener and I'm going to do better so that we can do better. And so I'm signaling that because people are going to be like, what the hell's going, because they'll notice the difference in behavior and they're going to think something's wrong. so I you have to make the announcement that you have come to realize a behavior about yourself and you are learning to do it differently in order to better support the team yeah it's like think about a coach like a sports coach if you are a player on a team and you kick the ball and you don't kick it very well the coach doesn't come and kick the ball for you into that like come onto the field and be like no kick it like this here's how you shoot a goal the coach is like hey try again yeah then i'm gonna teach you how to do it but i'm gonna stay on the sidelines and so i think it's it's a mix sometimes yeah sometimes we do need we're talking about listening at work and listening at work is slightly different than listening at home or listening with friends because at work they're very often our power dynamics yeah even with good leaders there's there's a power dynamic there's no there's no getting away from it right so is there a difference in techniques in listening up the chain of command listening down the chain of command listening across to colleagues?

34:49Like, do I do the same thing always? Like, what if I'm in the position of hierarchical, I'm in the position of influence and I have a leadership position. Do I listen differently than somebody who is, and what if you're, you know, one or two or three levels down, how I listen up to the boss? Do I just nod my head and go, uh-huh, uh-huh? Like, is listening just taking it all in and not responding? Like, talk to me about power dynamics and listening technique. So let's start if you're in a position of authority. How do I listen to someone who's coming to me with something? I think what I try to think about is how do I create an environment so that they feel safe to tell me what they need to tell me?

35:29If it's in an environment of fear, then what happens is someone is going to withhold the information that you need as a supervisor. They're not going to tell you what actually is going on. So when you feel heard and understood and your nervous system is not in kind of fight or flight mode, that's how you end up being more collaborative, more flexible, more open to different things, more curious, more able to like share your truth. As opposed to when you don't feel that way, when you feel like you're in a threatened state, then that's when you escalate, when you repeat yourself, when you shut down, when you defend yourself.

35:59And so when I'm listening from a position of authority, I'm trying to scan for what are the things that can allow you to feel safe so that you don't withhold information. You said something there that I thought was really interesting, which is when people repeat themselves. And like once or twice is fine because you're kind of like you're in it. But, you know, I've had conversations where somebody is literally saying the same thing over and over and over and over to the point where I'm like, I got it. I got it. Like, I got it. You know, I hear you. And is it that they're stuck? Is it that they're emotional?

36:32Or is it that they're not feeling heard that they keep repeating? Like, I know, unless I get a response from somebody, I will keep saying something over and over again in different ways, thinking that they haven't understood me. It could be like, can you put the chair back in? And they say nothing. Like, just all you have to do is slide the chair back in. And they don't say anything. Like, the chair goes over there. The chair. And they'd be like, you know, I just need acknowledgement. Yeah. And then I'll stop. So I guess, you know, when we talk about listening, that doesn't mean you can't speak.

37:00You know, it's not just this, I mean, I had a relationship once where I was saying whatever I was saying and she said nothing back to me. Her body language was good, her eye contact was good, and she would just say nothing. And I'm saying, I'm saying, and she's just looking at me. And at some point I go, is any of this like connecting here? And she's like, I'm listening. So part of listening is actually giving feedback. When you say go on, I hear you, go on, tell me more, go on. Like that is feedback. And reflective listening, saying back in your own words what you think you hear. Should reflective listening happen in the middle?

37:38Should it have happened at the end? Like when should we reflect back what we think we hear to ensure accuracy and make the other person feel heard? Yeah. I mean I think reflective listening is one of the best things that you can do when you're building the muscle of listening. And there's a wide spectrum. Reflective listening, like you said, is when you reflect back what you heard. And so there's so many. In your own words. There are many different ways to do it. Because parroting is the worst feeling in the world. I think it depends. If somebody just says my words back to them, I just put it like.

38:07I think if you're, let's say I'm really frustrated at you. I'm really frustrated at you. So what you're saying is you're really frustrated with me? I think that there's something beautiful that happens. Okay. What I hear is that you're really frustrated with me.

38:20How does it feel? That would drive me nuts. Really? Yeah. That makes me feel like, what are you, pretending to be a therapist? I think for me, it's again, it's the opposite of doing what normally doesn't work. Can't you hear my voice? And normally when someone says they're frustrated, it's like, well, why are you frustrated? You did this to me. No, no, no, no, no. And so it's the opposite of, it's acknowledging what I'm hearing. But I don't need somebody to tell me what I've just told them. I'm really frustrated with you. So I'm hearing you're frustrated with me. I think it depends on how you do it.

38:46Yes, therapist. Yeah. Woo, you get a grade. A. Or what about, what about if someone. That would annoy me. That would make me more frustrated. That would add anger to my frustration. I hear that that would add anger to your frustration. So I think, so if somebody came to me and said, if I went to somebody and said, I need to talk to you, I'm really frustrated. I just need them to open the door for me to express the frustration. I'd want them to look at me like, got it. Let me hear it. What's on your mind? I just need the door to open. I don't need my frustration to be acknowledged and validated.

39:20And I guess this is part of the problem with listening, which is we all have slightly different needs, right? Some people want that. I can't imagine. I love, yes. Do you like it? I love when someone values. So if you say to me, Simon, I just want you to know I'm frustrated, you want me to say to you, Alex, I hear you're frustrated. I think that. It's so condescending. I think that there's a way to do it that's condescending, and I think that there's a way to do it that's genuinely valuing someone else's experience. And again, it depends what is it instead of. So like one of my ex-boyfriend, someone clearly at some point had taught him to say, I hear you.

39:51So whenever anyone would say anything, he'd be like, I hear you, I hear you. And I'd be like, do you hear me? Like show me that you understand. Don't just say the words, I hear you. Because that to me is the reality. But that goes back to the eye contact, which is the instruction, well executed, will fail. Yes. You have to understand the reason for the instruction. Or you have to be actually doing the thing. You have to be doing the thing. Like listening is not a performance. Someone told me this 15 years ago and it really stuck with me, which is be as you wish to seem. Be as you wish to seem.

40:26Yeah, like if you want to seem like a good friend, be a good friend. If you want to seem like you're a good teammate on your team at work, like... Be a good teammate. Yeah, if you want to seem like a good listener, it's not a performance. It's not checking the boxes of listening. It's like actually being with the other person and listening in an authentic way. And so it's like, yeah, we can talk about all these techniques. I find them really helpful. These are all things that I do in my everyday life. But they only work because they're rooted in like, I actually care. I am genuinely listening.

40:52These things help me do it. Putting the phone away actually helps me. And I think this makes the case, which is if you're just following the instructions rather than being the thing, that is some executive is like, I'm only doing this crap for optimization. Let's get through this and get back to work. And if this helps you get work harder, I'll do it. But whatevs, right? And I think that that's the difference, right? Am I following the instructions because I just want you to get back to work and I want optimization? Or am I following instructions because they genuinely care about the human being who I'm interacting with, which I would argue makes you a good leader.

41:24You've shared some insight as to someone who has a position of authority in an organization, how they can hold space for someone else, at least a little, some of the techniques. What about in the opposite direction? What about if my boss is talking to me? What am I supposed to do? The thing that I'm trying to think about often when I'm listening up is how do I listen for the thing that's being unsaid is like what does the strategic alignment actually look like? And so what are their pressures? What is the context? What is actually being asked of me? It's like the thing of when you're setting the direction of a boat and you're one degree off.

42:01At the beginning it won't matter. But after you've been charting that course, just one degree off for however many days, you're going to the completely wrong direction. And so I think when we're listening up, it's figuring out what is actually being asked of me. How do I make sure I fully understand and that we are completely aligned. That way I'm not wasting all of my efforts. And so that to me is listening up. And then I also think the other thing about listening up is recognizing the kind of impact asymmetry of a situation, of your boss says something and maybe they're saying it in a casual way.

42:29And for you, it feels like a referendum on your worthiness as a human being. And it really lands with a thud and something. All of a sudden you stop listening because they've said one tiny thing and you're like, wait, is all of my work bad? And so I think also part of listening up is trying not to let all of those things get in the way of being able to fully understand what the situation is. Great analogies. I've had, I'm thinking of real life experience. I've had an experience of the one degree off where I've had it in two circumstances. One where I said something casually, it was a thought, and somebody like three days later brought me back something.

43:05And they're like, here, I did this. I'm like, what is this? They're like, you asked me to do this. I'm like, no, I didn't. They're like, yeah, you said it in the meeting. I'm like, no, I didn't. They're like, yeah, you said it. I'm like, I mean, the words came out of my mouth. They didn't want you to go do anything. So they've spent three days working on something I didn't ask for. And I've also had the other one where I did ask for something. And where I've said is like, hey, listen, our social media isn't working. I'm going to show you three posts that suck. And we're not delivering value. Like the whole idea is to communicate a message.

43:33And we're like falling flat. Like let's do something to fix it. And then like four days later, they come back with all the wrong things. Right? and when you talk about listening up it's like got it boss we're on it like yes sir we got it we're gonna make you happy right and that's not what I want and so what do you want I want people to to ask me as many questions as they need to get clarity yeah I'm not giving instructions I'm saying we have to fix something and then I'll try and get it I'll be like do you have any questions for me nope we understand like do you have total you know what we want yep I got it yep and it's just not true And sometimes even as a leader, you don't even have total clarity.

44:13Sometimes it's something someone does something that's not exactly right that allows you to or even as a client, like then you're like, oh, no, no, this wasn't it at all. And so that process of listening up to actually get clarification also helps both people. And very rarely are instructions like, go put this square peg in that square hole. Go do it by Thursday. Very rarely is it like that. It's usually like, hey, what about this? Social media should be better. Like, hey, make the ads work. Increase sales. Got it. They are amorphous instructions very often. And so I think what would help me and help the team, and this is, and no matter how many prompts I give, they're not doing the, I'm not getting listened to.

45:03I'm not getting heard, I guess. And so it would really help if somebody went, all right, can I just ask some questions for clarity about what you're upset about and what we can do better and how we get there? Yes. Does this work? Maybe. How is this? And then I think, as I think about this out loud, because I've been in both positions, you know, of course. What I think is fascinating about it is my ability to ask my boss questions about the work product that I'm responsible for that they're upset about. My ability to ask questions allows me to depersonalize what the issue is because I might go, they think I suck.

45:41They think I'm bad at my job. Oh my God, all my work is problem. Oh my God, I got to get this right. Otherwise, oh, right. Which absolutely goes through our minds sometimes. A lot of the time. And simply the opportunity to say, can I just ask a few more questions for clarity, like ask them permission to do that? And they go, sure, go ahead. Me being able to pummel my boss with questions actually allows me to realize it's not me. It's just the work product and they're just pointing something out and they want my help to fix it and they trust me. But if I get to ask a lot of questions, not only do I get to alleviate that emotion and that fear that's driving the wrong thing, but I actually will get more clarity about how we get to the solution, even if it takes multiple steps.

46:22So I think learning to listen up, which is the same thing, it's asking questions, it's listening to understand, it's being curious, it's all the things we've talked about. But that is, you know, I think leaders are taught you have to be a better listener, the power dynamic, you got to do this. But I don't think we, we very rarely teach people the power of listening up actually is so much more beneficial to me and my enjoyment of my own work and my ability to make a good work product. That one's huge. I until this moment I haven't appreciated the importance of that listening as a muscle and I think at the beginning learning these techniques like learning the four seconds learning is there more asking yourself am I listening to understand listening with warm eyes that believe in a person there's so many more figuring out how do you listen with your full body these are all things that at the beginning require a lot of conscious efforts like oh square my body to theirs put my phone away this and that and those things help us and it's a muscle that we can work and that's kind of the fundamental thing that I believe about everything is like everything is learnable everything everything we can we can do better but just like we don't expect that we'll be able to run a marathon tomorrow we we expect that we'll have to go every single day and train and get stronger and improve and so to me listening is exactly like that and at the beginning it requires all this conscious attention to like do behaviors differently and then it becomes a little bit more second nature it's like riding a bicycle and then soon all of a sudden all of your dynamics have change and everyone's like you're such a good listener you know that's just part of your that's just part of your personal oh that alex one of the reasons i love her great listener and it's just part of who you are now totally i would say good listening is the number one thing that people have complimented me on in my whole life like it's the greatest source of trust and connection and intimacy in my life and i just wish that everyone like we all want trust and intimacy and connection and to me listening is the path that gets you there and it really is a muscle we can build Which is the reason I wanted you on this podcast.

48:17Alex, thank you so, so much.

From the publisher

The fastest way to improve your relationships isn't talking. It's listening.

Most of us hear what's being said. Very few of us know how to make someone feel heard.

Feelings at Work is a special five-part series from A Bit of Optimism, where Simon Sinek and Alex Simon, founder of LifeShop, explore the human skills that shape how we work, lead, and build relationships. Together, they unpack the emotional challenges most of us face every day—from people pleasing and listening to giving feedback, taking accountability, and having difficult conversations.

In this episode, they explore one of the most important communication skills we can develop: listening.

Together, they share practical techniques to improve your listening skills, build trust, navigate difficult conversations, and create better outcomes at work and at home. You'll learn why people often ask for one thing but actually need another, how to stop jumping into fix-it mode, and Alex's simple Four-Second Rule for becoming a better listener.

When people feel heard, relationships grow stronger, conflicts become easier to navigate, and conversations become more meaningful.

Because better conversations don't require everyone to be a great listener.

They only require one.

In this episode you'll learn:

➡️ Why hearing someone isn't the same as making them feel heard

➡️ How to stop jumping into "fix-it mode" and start listening with curiosity

➡️ Alex Simon's simple Four-Second Rule for becoming a better listener

➡️ Why people often ask for one thing but actually need something else

➡️ How better listening builds trust, strengthens relationships, and improves teamwork

➡️ How to navigate conversations when power dynamics are involved

Whether you're leading a team, supporting a friend, or navigating a difficult conversation, listening is one of the most valuable skills you can develop.

Because when people feel heard, relationships grow stronger, conflict becomes easier to navigate, and better conversations follow.

This... is A Bit of Optimism.

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Chapters

00:00:00 Listening to Understand vs Listening to Be Right
00:00:38 Why Most of Us Are Bad Listeners
00:02:08 What People Ask For vs What They Actually Want
00:02:53 The Four-Second Rule for Better Listening
00:04:05 Defining What Listening Is NOT
00:05:42 Listening Beyond Words: Tone, Volume, and Subtext
00:06:33 The Problem With Knee-Jerk Problem Solving
00:07:14 The Real Story: When We Failed to Listen and Lost an Employee
00:10:56 Needs vs Strategies: Understanding What's Really Being Asked
00:12:28 Being Present: The Social Benefit of Meditation
00:15:48 Body Language: Squaring Up and Putting Phones Away
00:18:26 Listening With Warm Eyes That Believe in Them
00:21:50 When Defensiveness Gets in the Way
00:26:46 The Four-Second Rule in Action
00:29:28 Is There More? The Buddhist Question That Peels Back Layers
00:31:11 Creating Self-Reliance Through Listening
00:34:26 Listening and Power Dynamics at Work
00:35:16 Creating Safety So People Don't Withhold Information
00:36:08 Why People Repeat Themselves Over and Over
00:37:45 Reflective Listening: When to Mirror Back What You Hear
00:40:11 Be As You Wish to Seem: Authenticity in Listening
00:41:42 Listening Up: Understanding What Your Boss Actually Needs
00:42:49 The One Degree Off Problem
00:45:18 Asking Questions Depersonalizes Criticism
00:47:02 Listening Is a Muscle You Can Build

+ + +

Simon is an unshakable optimist. He believes in a bright future and our ability to build it together.

Described as “a visionary thinker with a rare intellect,” Simon has devoted his professional life to help advance a vision of the world that does not yet exist; a world in which the vast majority of people wake up every single morning inspired, feel safe wherever they are and end the day fulfilled by the work that they do.

Simon is the author of multiple best-selling books including Start With Why, Leaders Eat Last, Together is Better, and The Infinite Game.

+ + +

Website: http://simonsinek.com/

Leaderful: https://simonsinek.com/leaderful

Podcast: http://apple.co/simonsinek

Instagram: https://instagram.com/simonsinek/

Linkedin: https://linkedin.com/in/simonsinek/

Twitter: https://twitter.com/simonsinek

Facebook: https://www.facebook.com/simonsinek

+ + +

About Alex Simon

Alex Simon is the founder of Lifeshop, a school for adult emotional education and teaches emotional intelligence at Yale University. She teaches the emotional and communication skills we all should've learned in school—but didn't.

She facilitates experiential workshops on how to have hard conversations, stop people pleasing, listen better, navigate major life transitions, and build healthier relationships. Her sessions are practical, deeply connective, and somehow shockingly fun.

When she was 27, Alex created The Self & Other: In Theory and Practice, one of Yale's most sought-after courses.

In 2025, she founded Lifeshop in New York to bring emotional education beyond the classroom and into everyday life. She also launched The School of Life in New York and leads workshops for organizations around the world.

Before dedicating her career to emotional education, Alex worked as a management consultant at Bain and held strategy and operations roles across industries. She has also lived and trained at Plum Village and Esalen and completed dozens of programs in mindfulness, communication, and personal development.

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