Video summary
Delivering bad news, particularly in contexts like ending a relationship or firing an employee, requires distinguishing between being merely nice and truly kind. Being nice often focuses on surface-level pleasantries that can obscure the truth, whereas kindness is rooted in caring enough to provide honest feedback even when it is difficult. The speaker emphasizes avoiding "twisting the knife" by starting with excessive compliments before delivering negative news; instead, one should state the hard reality immediately and directly. For instance, if breaking up with a partner or letting an employee go, beginning with positive memories creates confusion and delays clarity. It is better to lead with labels such as "This isn't a relationship I can see myself continuing in" rather than burying the main point after a long preamble of gratitude or affection. When declining invitations or delivering rejection, the structure of the message matters significantly. The speaker advises against using words like "but," which effectively negate everything said before it; for example, saying "I love you, but..." implies that the first part is invalid. Instead, one should start with a clear refusal, such as "I can't make it," followed by gratitude and well-wishes. This approach prevents the listener from feeling misled or manipulated by false flattery sandwiched around bad news. By putting the negative information at the top of the conversation, individuals respect the other person's time and emotions, allowing them to process the reality immediately rather than waiting for a punchline that invalidates previous sentiments. Navigating difficult conversations often involves managing intense emotional reactions, which can tempt people to bail out or avoid finishing what they started. The speaker compares these interactions to taking a cold plunge: there is an initial shock and discomfort where one tries to catch their breath before realizing the body adapts and moves through it. Similarly, in high-stakes discussions like firing someone or breaking up with a partner, emotions will surge at first, but maintaining integrity requires staying present rather than fleeing when things get uncomfortable. The goal is to cross that initial emotional threshold quickly so that clarity can emerge on the other side, making the rest of the conversation much easier and more productive. The core philosophy presented revolves around closing open loops and acting with integrity by telling people what they need to hear, not just what they want to hear. Leaving someone in uncertainty creates prolonged pain and anxiety; logically, receiving definitive news—even painful truth—is preferable to living with ambiguity for years. This principle applies universally from parents waiting on missing children to adults ending relationships or terminating employment contracts. By refusing to leave people guessing about the reasons behind a decision, one transitions from being perceived as just a "nice guy" who avoids conflict to becoming a "good man" of substance and values. Ultimately, increasing one's capacity to hold others' emotions while maintaining self-control allows for more honest, effective, and respectful difficult conversations that resolve issues rather than complicating them further.
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What about when it comes to delivering
bad news to people?
>> It's a required
life lesson. Like I there's it's
impossible to not get around that. And
people get really uncomfortable with it.
And usually it's because they're feeling
other people's feelings for them.
Like that I I don't want to say that cuz
that's not nice. Like they feel like
they have to be
nice.
The real takeaway is being choosing to
be kind. Like nice says it's focused all
on the the surface, the pleasantries. I
can't say that. I can't tell you the
truth, Chris. That's That's not nice.
All right.
Kindness says I care enough about you to
tell you the truth.
Because I care about you, I need to give
you this
this really hard news of what it's going
to This is what it's going to be. And
you can use labels, simple as what we
just talked about a minute ago. This is
going to be some hard news. You're not
going to like what I have to say.
Give them a moment and then deliver the
news. But what you can't do is twist the
knife where you start to blame them
first.
All right. If you need to give bad news,
like imagine if I was just going to
break up with you right now.
The worst thing
to do about it is all of a sudden go
You know, I just think you're so great
Chris and you I've really enjoyed a lot
of time we start talking in past tense
as if like what do you
>> I was enjoying that stuff.
>> Yeah. Yeah. Yeah.
I'll just keep I'll just keep going.
Um
to where you know you're not you're not
being straight up and being honest. And
often that's
sometimes the kindest thing you can do
is be as direct as you can be when it
comes to sad news.
>> Let's say that you need to break up with
a partner and you're feeling super
nervous about it. How would you guide
that person through the conversation?
>> Well, then I would use a label. That
means rather than and this is assuming
you set aside time and you're not trying
to do it through a text message or you
know, while you're Currently that's
gauche No, that's looked down on to do
it over text. Yeah, yeah, it's probably
not a good idea. Or you're doing it in
the middle of, you know, a movie or
something. Let's assume you've already
put good time around this to have a good
conversation.
It's to say, I need to have a hard
conversation with you.
And then you need to first words out of
your mouth need to be
This isn't a relationship that I can see
myself continuing in.
Like you see how I all of a sudden I'm
getting right to the point rather than
saying, I need to have something hard.
You've just been great and you know,
it's not you, it's me and you know,
we've just been we've had all these
memories. Yeah, yeah, exactly. Instead
of all that, get right to the point. And
it's it's much easier.
People can take
bad news. It's going to have a harder
impact, but the rest of it is going to
be a whole lot better for you rather
than trying to sound nice and be like, I
don't want to upset It's all me. It's
not It's not you at all.
Even though that's softer in the moment,
that long-term impact is going to be a
whole lot worse because it goes you
weren't really being
honest
with me. And so like even if you were
need to fire somebody,
bring them in.
This news is probably going to shock
you.
I need to let you go.
And that's where you get to say, I've
enjoyed having you as a
a person. You've done great with the
company or maybe it's in a relationship.
I I need to be out of this relationship.
I need to move on. This is relationship
isn't working for me. Whatever it is.
And that's where you get to say, I've
I've learned a lot from you. I've
learned And whatever it is, the nice
stuff, but don't start with the
pleasantries and then end with the hard.
I think
Chris has another one which is
if you're saying that you can't go to an
event,
say,
I can't go.
Or, "I can't make it."
>> Yeah.
>> First.
>> Right.
>> Don't say,
"Things have got so hard recently and
this chaos came up and I've got this
thing and the buh buh buh buh buh buh
buh and then that." At the end. It's
like, just
Don't bury the [ __ ] lead, dude.
>> Yeah.
>> Put it up top.
>> I
very much uh align with that. So, what I
I teach is you start with the no first.
Most people start with the the thanks
first. They start with the gratitude.
They go, "Thank you so much. I'd love
to, but I can't."
Um and but the word but has a way of
deleting everything that came before it.
>> Mhm. Mhm.
>> Like, "I love you, but
you're crazy." You know, whatever.
>> That might be true.
>> Yeah, exactly.
>> things might be true.
>> Oh, sure. Sure, they could. Um
>> However,
>> Yeah. You want to start with the no
first. So,
"I can't." Period. Then the gratitude.
"Thank you so much for inviting me."
Then add in some um kindness. "I'm sure
it's going to be a great time. Hope you
have a wonderful time. Knock yourselves
out." Whatever it is. But, don't don't
that compliment sandwich
is is a little hard to chew.
>> Dude, I've got a [ __ ] fantasy going
on in my head of me, you, Chris Voss,
and James Sexton doing an episode
together. I'm going to try and make that
[ __ ] happen before the end of the
>> We probably could.
>> I think that would be straight fire. I
think that would be so much [ __ ] fun.
>> Yeah.
>> And I put something in the middle of the
table that's remotely valuable or that
most people most of you guys want. I'm
like, "Hey, negotiate over this."
>> Exactly.
>> See, it's it's like a gladiatorial fight
to the death.
>> Yeah, exactly.
>> Somebody somebody gets to [ __ ] I
don't know I don't know who you get. Um
so,
you're having a difficult conversation,
you're firing a member of staff, or
you're breaking up with somebody, or
something similar.
>> Yeah.
>> And during that conversation,
the emotions begin to come up.
And there is always this temptation to
almost even bail out of the
>> Mhm.
>> So like politely eject to see to
>> Right.
>> You see that somebody begins to get
upset and then the employee comes into
work tomorrow. You I thought you were
firing them.
>> Yeah, yeah, yeah.
>> You well
>> Exactly.
>> What about that? Because I think that a
lot of people enter into conversations
with the intention of doing the thing.
>> Mhm.
>> And leave a conversation having had this
weird spaghetti junction mess. Do you
know what I mean? Like when people have
difficult conversations often they do
not they do not finish what they meant
to start.
>> Yeah.
>> How would you navigate through that?
>> Okay, it's to me it's like
people have no problem 3 minutes in a
cold plunge, but give them 2 seconds
having to be honest with somebody in a
conversation terrifies them.
>> Mhm.
>> It's like okay, think of it as like a
cold plunge. You start it and at the
beginning what is it? You're trying to
catch your breath.
You're trying I can't do this and then
all of a sudden what? You have some
clarity and you realize I can do this
and you realize your body's going
through this and there will be an end to
it. Same way in difficult conversation.
Yeah, it's going to be a splash. I they
have I have what I teach is cold cold
shower conversations. As as example of
those of like it's going to it's going
to be a shock to the system at the
beginning,
but we're going to see our way out of it
to where you you start to have the hard
words. You've already said
I we need to break up. This relationship
isn't for me or I need to let you go.
Whatever it is, you say the hard news
and then you realize okay, I did it.
Like okay, I had I said the thing and
now we can have a lot more clarity. Now
you've kind of gotten over it's way
easier to crest the mountain when you
just like go right up and then it gets
down. It's when you have a slow go up.
>> Yeah, bail out.
>> Yeah, yeah, it's way easier.
>> got that yet. I haven't got it yet.
There's still time for me to avoid this
mountain.
>> Exactly, exactly. And so it's it's just
like that. So you find ways for me in my
world as an attorney.
I mean I grew up in courtrooms and
depositions and watching this. So, I've
seen a lot of emotional
fighting and yelling and all sorts of
hard tactics against each other.
Super adversarial.
I've seen a lot of fights.
Of arguments.
Don't put me in a ring. I'm not I I I
won't be any good in a with boxing
gloves. And Sean Strickland's going to
eat you alive. Oh, no. No doubt. I'd I'd
I'd bail out. That's where I'd bail out.
But whenever you increase your capacity
to hold other people's emotion,
meaning you can feel all your feelings
without me holding them,
and I know that I'm in control of myself
and I'm going to continue to breathing
through it, and I'm not going to be
holding
what you're presenting, the better it
gets. Like the more I realize that
disappointment is part of the game. Like
to be a great leader, to be a great
to be a good person in my world, you
have to learn the art of disappointing
people. In other words, telling them
sometimes what they need to hear, not
what they want to hear.
Makes me think about
when
parents of missing children
go on the news.
What is it that they always say? We just
want to know.
>> Yeah.
>> We just want to know because the open
loop is the worst thing.
>> Yeah.
>> The open loop is where the most pain is.
And it it
I I'm sure that no parent would say
this, but logically it kind of makes
sense that
>> Yeah.
>> finding the child dead in some ways
would be emotionally preferable to
living for decades in the uncertainty.
>> Mhm.
>> And I mean, no one no parent's ever
going to come out and say that,
obviously. And they actually probably
don't want that. But you understand what
I mean. Yeah. The closing closing that
loop is is
what people want.
Even though it's what your body is
telling you absolutely not to do.
>> Mhm.
>> So, when you're able to break up with
somebody and
not leave them guessing why, or you need
to fire somebody, or whatever the hard
news is, and not leave them guessing
why,
that is you acting in alignment with
integrity. That's you acting in
alignment with your values. It's It's
you going from nice guy to a good man.
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