WEBVTT

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Matt Abrahams: Often the things
we really want are on the other

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side of a difficult conversation.

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My name's Matt Abrahams and I
teach strategic communication at

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Stanford Graduate School of Business.

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Welcome to Think Fast
Talk Smart, the podcast.

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Today I'm really looking forward
to speaking with Jennifer Wynn.

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Jenn is a professor at NYU Stern
School of Business, where she's

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taught a class on difficult
conversations for nearly ten years.

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Previously she was the Director of
Education at the Obama Foundation.

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Additionally, Jenn hosts The H.I. Note
Podcast and runs a consultancy focused

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on organizational transformation,
change leadership and repair.

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Welcome, Jenn.

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I'm really excited for our conversation.

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Thanks for being here.

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Jenn Wynn: Thanks for having me, Matt.

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I'm excited to be here with you
and the listeners, which include

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my executive MBA students.

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Matt Abrahams: Yes, absolutely.

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Well, shall we get started?

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Jenn Wynn: Yes.

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Matt Abrahams: So you teach a course on
difficult conversations, and I'm curious

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what makes conversations so difficult?

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Is it the topic, the
emotions, the circumstances?

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Where's the difficulty come from?

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Jenn Wynn: I wanna say all of the above,
but at the core it's the emotions.

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It's the emotional reactivity.

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So, a quick way to think about this, in my
first class of the Difficult Conversations

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course that I teach, I ask folks to call
out topics that are difficult for them to

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discuss, and while they're calling it out,
I'm typing the list into the slide deck.

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And we very quickly, not only fill the
page with topics, but then you come to

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see that what's really difficult for one
person is not that difficult for someone

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else, and in fact, some people enjoy it.

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So a topic like negotiations
will terrify someone.

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I don't wanna negotiate my salary or
getting a promotion or a negotiating

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fees with a client, and someone else
will say, oh, I love a good negotiation.

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Let me take your negotiation on for you.

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Or saying No when a team member
or a direct report wants extra

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resources, or a loved one asks you
for help, and you've gotta say no.

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And it's so interesting because not
only are people really unique, even

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idiosyncratic, it shows you that what
makes a conversation difficult is much

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less the topic and much more the inner
experience that each person is having.

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And so effective communicators, effective
leaders know that they've gotta be

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self-aware of that inner experience
that they're having in the moment.

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When I say inner experience, I
mean what you're thinking and

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feeling, but not saying out loud.

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And what that makes you realize is,
if I can be aware in the moment that

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I'm triggered, then I can pause.

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I can recenter, I can regulate my
nervous system, and that way I'll

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be able to choose a better response.

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And I say to my students, your
nervous system goes with you into

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every single difficult conversation.

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So if you can pause and regulate
your nervous system, then you're

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gonna be a better version of yourself
at the time when you most need to

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be the best version of yourself.

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So the implication of all of that is
self-awareness and emotional intelligence

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are essential for leading difficult
conversations to productive outcomes.

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Matt Abrahams: So we really have
to reflect on our own experience

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before we can actually be present
and engage in the conversation.

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And I think the point you made
about difficult conversations

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aren't the same for everyone, and
in fact, we need to appreciate that.

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So it's really appreciating your own
experience and the emotions you're

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feeling and finding a way to get
yourself grounded and be centered

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and prepared before you go in.

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Jenn Wynn: Yes, and open to hearing
and understanding the other person's

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inner experience because if I happen
to be the one who loves negotiations,

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but I'm sitting across from the person
who's terrified by negotiations,

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I need to have the emotional
intelligence to be aware of their

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inner state and help them manage that.

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And at the end of the day, the goal is for
all members of the dialogue to move away

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from emotional reactivity towards choice.

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I wanna choose the better, more
strategic path, not the reaction that

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came out of an emotional trigger.

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It's more choicefulness.

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Matt Abrahams: So it sounds to me
like one of the key elements, or

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a couple of the key elements, of
managing difficult conversations

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first starts with self-awareness.

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Being other aware and accepting
doesn't mean agreeing, but accepting.

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And it sounds almost like there's
an invitation involved where you're

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inviting the other person to share
their inner experience so that you

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can meet them and then ultimately
make choices in a choiceful way.

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Are there particular strategies or
tactics people can use to help bring

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out that information in someone?

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Jenn Wynn: Yes.

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So we'll start with that self-awareness
piece, since it is the foundation.

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I tell my students, if you only
remember one framework from this

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entire course, please remember
self-awareness, pause, reframe, okay?

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Self-awareness, pause, reframe.

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So what does that mean?

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In the moment am I aware of my physical
cues, my cognitive and emotional

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cues that let me know i'm triggered,
I'm heated up in this moment, right?

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So for me, I get a lump in my throat
or like a tightness in my chest.

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Some people get, uh,
butterflies in their stomach.

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I'm curious, what is it for you, Matt?

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Matt Abrahams: So I, I resonate
totally with a tight chest.

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When I'm ready for battle or
feel like battles coming I,

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my whole chest gets tight.

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Jenn Wynn: Yes.

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So each one of us think in advance,
what's my tell sign, right?

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And once I know that, the moment
I see it, I know I've gotta pause.

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And then here's the best thing.

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If I know my pause techniques, if I know
what helps me metabolize my hormones,

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get that adrenaline out of my system,
really regulate my nervous system,

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then I can be back to my centered self.

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So a go-to pause technique for me is to
imagine myself with my best friend, Carla.

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Then I'm at ease, I'm
centered, and that is our goal.

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That we lead these conversations
to a productive outcome, both

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for the content, the matter at
hand, and for the relationship.

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So that last step, reframe, is where
I actually shift away from viewing

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this conversation as a threat to
something I care about, and instead

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perceiving it as a learning opportunity.

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What good information
can I get out of this?

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So self-awareness, pause,
reframe is a framework I always

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ask my students to remember.

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Matt Abrahams: I really like the taking
the time to check in with yourself.

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Both how am I feeling emotionally
but physically and use the

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physical as a trigger to help you.

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Pausing is wonderful.

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I love that you rely on a friend.

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I have a place I go to in my mind.

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There is a particular tree in Sydney,
Australia that faces the Opera House and

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the Harbor Bridge, and when I get worked
up, if I just envision that in what I

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felt like when I saw it, it's my place
of zen that really helps calm me down.

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And then this notion of reframing from
one of threat to one of learning, one

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of collaboration, one of invitation.

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One of my colleagues, Michele Gelfand,
likes to say, mind your metaphors, and

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the metaphor you bring to the interaction
helps determine how it's going to be.

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So if I see it as a learning
opportunity, this difficult conversation

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is going to go very differently
than if I see it as a battle.

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So I really appreciate that.

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Share with us some of the other
tips you have, especially if

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there are particular barriers
that get in the way to doing this.

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Jenn Wynn: Some of the most
common barriers I see are not

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having the conversation at all.

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I'd say a second one, not having a goal.

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And a third, I'd say not listening enough.

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Often when we don't have the conversation,
it's because we assume it will go poorly,

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so we give up before we've even started.

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But here's the thing.

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Most things that we want in
life are on the other side

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of a difficult conversation.

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Sometimes it's a difficult
conversation with myself.

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Sometimes it's a difficult conversation
with a loved one, a colleague, a boss.

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But a lot of those things that we
really want and we've been longing

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for and haven't gotten yet, are
gonna require us to get to the other

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side of a difficult conversation.

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So are you just going to give up on your
biggest dreams in life because you weren't

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willing to take the time to step outta
your comfort zone and practice a skill?

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Because that's the thing.

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You know this Matt.

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Communication is a set of skills,
learnable, growable skills, and

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difficult communication is a set
of hard, but worth it skills.

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Matt Abrahams: It is important to remember
that these difficult conversations

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are one of many conversations that
we will likely have with these

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people or in this environment.

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So we're not only trying to come to
a mutually agreed to resolution, in

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the short term, for this situation,
but we're setting ourselves up

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for the future, and the next one.

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You mentioned listening, and
that's a skill that my wife is

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still encouraging me to work on.

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I'm curious, how do you help your
students to be better listeners

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in these difficult conversations?

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Jenn Wynn: Yes.

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So sometimes the issue is not
listening enough and sometimes it's

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not showing that we are listening.

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So those are two distinct skill sets.

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At the end of the day, I think about
dialogue as the free flow of meaning.

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And so if I've done it well,
effective dialogue grows the shared

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pool of understanding between us.

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I understand how you made meaning
of a situation and you understand

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how I made meaning of a situation.

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So that means that I've gotta inquire,
I've gotta ask enough questions to

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understand how you experienced that,
that client meeting, that argument

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my husband and I may have had.

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And then once I've listened,
internalized, the meaning you

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made, I've gotta paraphrase it back
as a check for my understanding.

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A real humble attempt to say, this is my
summary of what I think you experienced.

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But is that right?

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Fix what I'm missing?

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Is it half right and
I miss the other half?

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And once we can paraphrase, this is
a skill that, honestly, I think it's

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like punching above its weight, right?

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After I've taken all this time to really
ask these open, thoughtful questions,

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get curious, understand your perspective,
make sure you show the person that

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you are internalizing what they said.

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And like you said, it's not
agreeing, it's just acknowledging.

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And when they finally say yes, that's it.

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Then you've grown the shared
pool of understanding, at

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least from their perspective.

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And then you can go share yours, and
that's where you move into advocacy.

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But at the end of the day, the
balance you're looking for is

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inquiry, paraphrasing and advocacy.

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And inquiry and paraphrasing are
listening skills, both to understand

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what the other person experienced and
confirm with them that my understanding

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was correct of their experience.

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And the advocacy skills,
the talking one, right?

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That's essentially a two thirds, one
third ratio, and I don't mean it as

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an exact science, but I did have a
student say to me one time, oh, so

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that's why my parents said you have
two ears and one mouth for a reason.

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A lot more listening and
confirming that I understood you

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correctly from your perspective
before I dive into sharing mine,

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Matt Abrahams: I like your definition of
listening as seeking shared understanding.

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And when you take that approach, it
definitely puts you in a place of being

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present, of being humble, because you're
checking, maybe I didn't get it right.

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And leveraging, what I think is one
of the most powerful communication

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skills, which is paraphrasing
because it does so much for us.

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I really appreciate that approach.

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I'd like to turn our conversation
to a different topic.

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I know you are likely getting similar
questions to me with artificial

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intelligence, AI, coming into things.

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How do you envision that AI could
actually help us with some of these

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tricky communication situations?

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Jenn Wynn: Yes, I have seen several of
my students find some really great uses

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for AI, so I'll give some examples.

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Sometimes I have a student who
wants to work on their tone.

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They've received feedback that their
tone is getting in the way of their

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message being received, and so they'll
type in what they wanna say and

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say, make that tone more friendly,
or make that tone more respectful.

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And get a sense for what some other
language, some other word choice might be

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to help them still deliver an authentic
message, but in a way that can be heard.

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So that's one interesting way.

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I think another is coming
up with perspectives that I

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haven't considered, right?

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Here's the problem I'm dealing with.

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What other perspectives could there be?

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Or here's my take.

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And then recently I had a student
really enjoy the role plays that we

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did in class, but not have someone back
in her apartment to role play with.

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And she actually asked ChatGPT
to role play with her, uh, which

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I thought was such a cool idea.

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And I just think at the end of the
day, we have to keep in mind that this

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is one perspective based on whatever
data this particular LLM has been

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trained on, and not take it as the
final word, but just more options.

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Matt Abrahams: Practice for these
situations can be so important,

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as with any communication,
and using a tool to do that.

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And I really like this idea of
having a tool help you see what

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other wording can affect tone
in a way that you might not see.

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I like that a lot.

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Like me, you host a podcast,
one that I've enjoyed very much.

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I'm curious to learn how you balance
your inquiry to challenge your guests

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without turning your interviews
into challenging conversations.

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In other words, how do you put your
audience at ease enough to have the deep,

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meaningful conversations that you have?

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Jenn Wynn: So on The H.I. Note
podcast we're talking about how people

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healed from some really tough stuff.

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You know, childhood trauma, loss
of loved ones, disease, goodness,

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toxic relationships, you name it.

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And so before I asked them to share about
some of the toughest moments in their

00:13:41.760 --> 00:13:46.330
lives, I start by surprising them with
three things that I love about them.

00:13:46.670 --> 00:13:51.245
And so this is not in the agenda
that I send them ahead of time.

00:13:51.455 --> 00:13:56.015
But when we sit down to chat, I
let them know three elements of who

00:13:56.015 --> 00:13:58.415
they are that I absolutely love.

00:13:58.895 --> 00:14:05.045
And it's amazing to see how, not only
pleasantly surprised they are, which

00:14:05.045 --> 00:14:10.985
is just a nice moment of pure joy and
connection, but also to see how once

00:14:10.985 --> 00:14:15.935
they feel seen as a whole person, and
in a strengths based and affirming way,

00:14:16.305 --> 00:14:22.095
they become more generous in what they
share and the conversations go deeper.

00:14:22.095 --> 00:14:28.125
And I learn such amazing insights because
they've really let down any walls or any

00:14:28.125 --> 00:14:30.525
pretense and just shared from the heart.

00:14:30.825 --> 00:14:36.735
And it's been a beautiful gift to see
how powerful asset-based framing is, and

00:14:36.735 --> 00:14:38.535
I've brought that over into my classes.

00:14:38.805 --> 00:14:43.155
So for Difficult Conversations, and for
the other courses I teach, in the very

00:14:43.155 --> 00:14:47.715
beginning, in the first session, I'll
ask folks to gather up in trios and do

00:14:47.715 --> 00:14:49.814
an exercise that I call at your best.

00:14:49.965 --> 00:14:52.995
And so they'll share in trios
times they were at their best

00:14:53.025 --> 00:14:54.555
during a difficult conversation.

00:14:54.585 --> 00:14:58.185
And then the feedback that they
give one another is strengths based.

00:14:58.305 --> 00:15:01.725
So, this action that you took
had a tremendously positive

00:15:01.725 --> 00:15:03.315
impact, do that again.

00:15:03.315 --> 00:15:07.695
Or, wow, I'm really impressed how
you shifted your mindset right there

00:15:07.695 --> 00:15:12.405
in the middle of being triggered and
now I'm gonna go do that as well.

00:15:12.765 --> 00:15:17.865
And students say that they not only
feel seen after that exercise, but

00:15:17.865 --> 00:15:22.995
that the classroom environment is more
psychologically safe and enables them to

00:15:22.995 --> 00:15:25.064
be more brave in the rest of the course.

00:15:25.425 --> 00:15:27.105
Matt Abrahams: I love that
as an opening activity.

00:15:27.135 --> 00:15:31.785
I'm going to borrow it, if you don't mind,
to have people think about in my course,

00:15:31.785 --> 00:15:35.475
a time where they were able to communicate
strategically in a way that was successful

00:15:35.475 --> 00:15:37.185
and then to get that positive affirmation.

00:15:37.574 --> 00:15:41.084
I really like this idea of
leading with connection.

00:15:41.235 --> 00:15:45.135
You sharing the three things that you
really appreciate about the person is

00:15:45.135 --> 00:15:50.600
a way of connecting and saying, I see
you, I know you and I respect you.

00:15:50.780 --> 00:15:55.970
And that opens up the door to perhaps more
challenging or, or deeper conversations.

00:15:55.970 --> 00:15:56.660
Thank you for that.

00:15:57.380 --> 00:16:00.209
Well, as you know, as someone
who listens to the podcast, I end

00:16:00.350 --> 00:16:02.270
every episode with three questions.

00:16:02.270 --> 00:16:05.360
One I make up just for you, and two, I
ask everybody, are you ready for that?

00:16:05.540 --> 00:16:06.079
Jenn Wynn: I think so.

00:16:06.550 --> 00:16:07.689
Matt Abrahams: Yes, you're gonna do great.

00:16:07.930 --> 00:16:10.689
I'm going to ask you the unfair
question that I always get asked, 'cause

00:16:10.689 --> 00:16:11.890
I'll be curious about your answer.

00:16:12.130 --> 00:16:16.180
So people will often ask me,
what's the one thing I can do

00:16:16.240 --> 00:16:19.870
to improve my communication,
as if there is one magic key.

00:16:20.170 --> 00:16:23.380
But I'm asking you this question because
I hope it gives you an opportunity to

00:16:23.380 --> 00:16:25.750
talk about something that we haven't
talked about, because we've talked

00:16:25.750 --> 00:16:30.160
about a lot of really deep, meaningful
communication bits of advice, know your

00:16:30.160 --> 00:16:32.080
audience, know yourself, paraphrase.

00:16:32.410 --> 00:16:34.990
Is there something that we haven't
covered that you think is important?

00:16:35.535 --> 00:16:36.225
Jenn Wynn: Practice.

00:16:36.885 --> 00:16:39.705
At the end of the day, the
goal is not perfection.

00:16:39.735 --> 00:16:40.815
It doesn't exist.

00:16:41.115 --> 00:16:43.425
The goal is continual improvement.

00:16:44.025 --> 00:16:45.825
I wanna keep getting better and better.

00:16:46.455 --> 00:16:52.485
And so the way to do that, of course, like
any muscle building activity is practice.

00:16:52.515 --> 00:16:56.415
And so I really do, not only create
a lot of practice opportunities for

00:16:56.415 --> 00:17:00.795
my students in class, but I give
them ideas of how they might continue

00:17:00.795 --> 00:17:03.015
practicing after the class is over.

00:17:03.224 --> 00:17:08.444
And my suggestion is to make it a
little more challenging each time.

00:17:08.655 --> 00:17:10.935
So start with the low
stakes day to day stuff.

00:17:11.175 --> 00:17:13.754
When you're chatting with your
roommate, ask a few more questions

00:17:13.754 --> 00:17:16.845
than you might have otherwise asked
so that you build that inquiry muscle.

00:17:16.994 --> 00:17:21.465
But then when you have a disagreement
with a colleague, if you think, this

00:17:21.465 --> 00:17:25.695
might actually make a difference if I
shared this one perspective, try out

00:17:25.815 --> 00:17:30.705
stating your intention, sharing your
perspective, and then asking for a greater

00:17:30.705 --> 00:17:32.145
understanding on their perspective.

00:17:32.205 --> 00:17:36.615
And as we continue to have more and more
repetition, right, as we build in the

00:17:36.615 --> 00:17:40.695
reps, we're not only gonna build the
muscle, which feels good, but then it's

00:17:40.695 --> 00:17:45.420
gonna be ready for us to flex when the
moment counts, when we're in the most

00:17:45.420 --> 00:17:50.190
consequential conversation, we will have
already built up those great question

00:17:50.190 --> 00:17:54.690
asking muscles, those great paraphrasing
muscles, those great intention stating

00:17:54.690 --> 00:17:56.070
muscles, and so on and so forth.

00:17:56.250 --> 00:17:59.430
So practice, practice, practice,
and make it a little more

00:17:59.430 --> 00:18:01.260
challenging each time along the way.

00:18:01.410 --> 00:18:03.210
Matt Abrahams: And I think
that's absolutely dead on.

00:18:03.210 --> 00:18:04.170
We have to practice.

00:18:04.440 --> 00:18:07.710
I'll be curious to hear your answer,
who's a communicator you admire and why?

00:18:08.040 --> 00:18:09.180
Jenn Wynn: Michelle Obama.

00:18:09.840 --> 00:18:13.439
Her authenticity is palpable.

00:18:13.979 --> 00:18:18.629
When she's sharing, it's not only real
and true for her and others in the

00:18:18.629 --> 00:18:20.925
room, it's the heart of the matter.

00:18:21.225 --> 00:18:23.985
She's not being authentic
about things on the fringe.

00:18:25.305 --> 00:18:29.535
She's getting to that piece that lands
in the pit of my stomach that I may

00:18:29.535 --> 00:18:31.035
not have had the courage to share.

00:18:31.035 --> 00:18:35.085
And she has so many great quotes, one
of which is, courage is contagious.

00:18:35.535 --> 00:18:39.135
And I feel that in her presence or
when I'm watching a speech of hers.

00:18:39.345 --> 00:18:43.605
And then of course her ability to
connect, but she's fantastic at connection

00:18:43.605 --> 00:18:46.490
through relatable storytelling and humor.

00:18:46.760 --> 00:18:50.360
And I've seen that in her most
casual and impromptu moments

00:18:50.390 --> 00:18:52.370
and in her prepared speeches.

00:18:52.640 --> 00:18:53.930
It's just a part of who she is.

00:18:54.350 --> 00:18:55.820
Matt Abrahams: Courage is contagious.

00:18:56.210 --> 00:18:58.550
Really profound actually.

00:18:58.970 --> 00:19:01.040
And connection, and
the ability to connect.

00:19:01.040 --> 00:19:03.080
Storytelling is a key tool for that.

00:19:04.310 --> 00:19:07.400
Alright, what are the first
three ingredients that go into a

00:19:07.400 --> 00:19:09.560
successful communication recipe?

00:19:10.310 --> 00:19:14.985
Jenn Wynn: Audience, intent
or goal, and listening.

00:19:15.675 --> 00:19:19.035
Uh, we've already spoken about the
importance of knowing where the

00:19:19.035 --> 00:19:22.365
other person is at and how to meet
them where they are at, right?

00:19:22.365 --> 00:19:28.305
Emotionally, during that time of day or in
their schedule, what matters most to them.

00:19:28.305 --> 00:19:33.720
Understanding how to create a shared goal,
right, which goes into the second piece.

00:19:34.020 --> 00:19:38.490
And then the last piece, you might've
thought it'd be something around

00:19:38.850 --> 00:19:41.760
know what your message is, or be
clear on what your message is.

00:19:42.090 --> 00:19:46.470
But the reason I think it's listening
is because if I'm really growing

00:19:46.470 --> 00:19:50.550
the shared pool of understanding, if
I'm really hearing your perspective

00:19:50.555 --> 00:19:55.230
and understanding it to a level that
I didn't understand before, I may

00:19:55.230 --> 00:19:58.094
actually have a new idea, right?

00:19:58.094 --> 00:20:02.235
I've heard the quote, dialogue
is the birthplace of synergy.

00:20:02.745 --> 00:20:07.875
Your information and the way you made
meaning of that information might

00:20:07.875 --> 00:20:12.945
create, not just a new perspective within
me, but a new meaning making, a new

00:20:12.945 --> 00:20:16.935
understanding of what matters most and
therefore, what I'm most wanna drive home.

00:20:16.935 --> 00:20:21.165
So, audience, intent
or goal, and listening.

00:20:21.405 --> 00:20:23.445
Matt Abrahams: So audience
and intent and listening.

00:20:23.695 --> 00:20:25.905
Jenn, this has been a
fantastic conversation.

00:20:25.965 --> 00:20:29.355
You have equipped me, and hopefully
our listeners, with many tools they can

00:20:29.355 --> 00:20:32.775
use, and you have certainly increased
our shared understanding and meaning.

00:20:33.045 --> 00:20:34.875
Thank you for joining us
and thank you for your time.

00:20:35.135 --> 00:20:36.065
Jenn Wynn: Thank you for having me.

00:20:36.065 --> 00:20:36.725
This was fun.

00:20:39.695 --> 00:20:41.764
Matt Abrahams: Thank you for
joining us for another episode of

00:20:41.764 --> 00:20:43.895
Think Fast Talk Smart, the podcast.

00:20:44.225 --> 00:20:47.315
To learn more about difficult
conversations listen to episode

00:20:47.315 --> 00:20:49.064
22 with  David Demarest.

00:20:49.565 --> 00:20:54.025
This episode was produced by Ryan Campos,
Katherine Reed, and me, Matt Abrahams,

00:20:54.385 --> 00:20:56.825
at the Spotify Studios in New York City.

00:20:57.275 --> 00:20:58.835
Our music is from Floyd Wonder.

00:20:59.160 --> 00:21:01.440
With special thanks to
Podium Podcast Company.

00:21:01.800 --> 00:21:04.800
Find us on YouTube and
wherever you get your podcasts.

00:21:04.920 --> 00:21:06.990
Be sure to subscribe and rate us.

00:21:07.200 --> 00:21:09.152
Also, follow us on LinkedIn and Instagram.

00:21:09.330 --> 00:21:13.530
And check out fastersmarter.io for
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00:21:13.530 --> 00:21:15.840
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