What 12 Years of Failure Taught Steve Jobs About Success
Watch on YouTubeVideo summary
Following his 1985 ouster from Apple, Steve Jobs faced a tumultuous period of failure while founding Next Computer and Pixar, where he encountered near-bankruptcy due to the commercial collapse of his high-end "Next" computer. This venture suffered from excessive costs, impractical manufacturing, and a lack of market demand, compounded by Jobs' own self-sabotage in refusing lucrative government contracts and alienating key investors like Ross Perot. By 1993, both Next and Apple were on the verge of collapse, with Apple struggling under bureaucracy and its infamous "beach ball of death" operating system issue, until Jobs' financial situation stabilized only after Pixar's breakthrough success with *Toy Story* led to a successful IPO in 1995.
During this low point between 1993 and 1995, Jobs underwent significant personal maturation through marriage and fatherhood, learning to step back from day-to-day control—a lesson he successfully applied at Pixar by acting as a producer rather than a rigid creative director. His evolution was further influenced by his wife Lorraine, who provided family structure and helped him repair relationships with his daughter Lisa, softening his previously controlling demeanor. This personal growth translated into professional pragmatism, leading to a historic 1996 partnership with rival Bill Gates that secured $150 million for Apple's survival, demonstrating that achieving scale required making concessions even with competitors despite their opposing philosophies regarding open versus closed ecosystems.
Upon returning to Apple as interim CEO in October 1997 after being urged by Andy Grove, Jobs immediately revitalized the company by killing seventy percent of non-viable projects and integrating NeXT's operating system as the foundation for future products like the iPod and iPhone. He shifted his leadership style from one of fear to inspiration, pushing talent toward higher expectations while trusting employees and knowing when to bend vision versus sticking to it. Although he remained inconsistent with his own health advice, preferring holistic treatments over medical intervention, Jobs ultimately defined success not just through business metrics but through resilience built on discipline, finding meaning in failure, and enjoying simple moments with loved ones.
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That is Steve Jobs at rock bottom. And
that is a Steve Jobs that we've almost
never seen before. And he was very close
to being completely forgotten and
written out of history.
[music]
Everybody knows about Steve Jobs legend,
the myth, the man who shows us the
future. But very few people see this
period where he walks through the
wilderness and fails over and over
again. And I want to talk about that
with you today.
>> Looking forward to it. Shane,
>> I think the right place to start is
leading up to the original I wouldn't
say firing, but the original leaving
from Apple and the coup attempt with
Scully and can you walk me through sort
of what happened in the the year or two
leading up to that that led to that?
Steve Jobs was a brilliant young man. He
was a visionary. He co-founded Apple
with Steve Waznjak in his garage and in
1984 he released the Macintosh computer.
This was gamechanging because you have
to remember in the 1980s using a
computer was really difficult. A lot of
them were the size of a room and the
whole idea of a personal computer that
sits on your desk was entirely new.
Steve took the technology of the past
and made it available to everybody. He
called it the bicycle for the mind. The
Macintosh, it was a cultural success. it
was out there, people were talking about
it, but the reality is that it was not a
commercial success. It just wasn't
selling. And so, because sales were
weak, uh, Apple entered a crisis in
1985, a year after the Macintosh was
released. And meanwhile, Steve had
brought on John Scully, his the CEO of
Apple. He was going to provide adult
supervision. And so he would be the guy
who would turn Apple from a scrappy
little startup into an actual
corporation. But this did not go as
planned for Steve. So because of all
these these failures with the Macintosh,
the inventories were piling up. Apple
was just not really doing that well
anymore. There there were debts piling
up. They had to lay off workers for the
first time in 1985. When all of this
reached ahead, Steve just found himself
being pushed out of the company. He was
impossible to manage. He was extremely
difficult. He was so convinced of his
own brilliance. And he was brilliant,
but so convinced of his brilliance that
he would storm into meetings. He would
yell at people. He would tell them,
"You're not doing your job right." And
they would say, "Steve, you're not even
my boss." One of the things that we
often forget about Steve Jobs is that he
was not the CEO of Apple. He w he ran
the Macintosh division. So his job was
simply to build the Macintosh. But he
would go to every other office and say,
you know, hey, you guys are idiots. What
are you doing? And they would say,
Steve, we don't report to you. Apple got
a lot of complaints. They went up to
John Skully, the CEO. John was getting
tired of him because he could not manage
Steve. And so, in the end, they made the
decision that Steve has to do something
else for a while. Steve actually tried
to launch a coup d'eta against the CEO,
John Scully. It was early 1985 and he
said, "Here's what I'm going to do. It's
a plot. I'm going to get a speaking gig
in China." And then John Scully, once I
tell him, he's going to want to join me,
too. So, what happened? Steve invited
him out and then Steve Bailed said, "I
have other plans." And then the plan was
that Steve was going to walk into the
boardroom when John Skully was gone and
tell them that John had to be ousted and
he wanted the board to make him the CEO.
So Steve Jobs tried to become the CEO of
Apple, but he failed. He wasn't ready.
He led Scully to believe that he was on
the flight. Somebody told Scully that he
wasn't going and then he showed up at
the meeting the next day and Scully was
there and that forced the decision.
>> Yes. So Steve Jobs had a rival named
Jean Louie Gassay and Gaseay was the
head of Apple France very successful in
the company and was uh sort of being
groomed to be the next Steve Jobs. And
so Steve decided to tell Jean Louie
Gassay about his plot. He met him in the
parking lot. He said, "Here's what I'm
going to do. I'm going to overthrow the
CEO of Apple." And so Jean Louie Gaseay
that night is at the CEO's house and
pulls him aside and says,"I got to tell
you about what Steve Jobs is going to do
to you. If you go to China, you might
not have a job anymore."
>> One of the battles going on at the time,
if my memory serves me correct, is the
open Macintosh computer or Mac, what was
it called? The Mac 2.
>> Yes, the Macintosh 2.
>> Yeah. So the open one that Wnjak had
created where people could put their own
components in, take it apart. that was
keeping them afloat. And Steve's version
of the computer, which was closed uh and
sort of more controlled, which is a
theme I think we're going to talk about
a lot today, uh was the reason that
Apple was facing financial struggles cuz
it wasn't selling, right? Steve, he did
have a brilliant vision. He wanted a
computer to be an endto-end product. the
same company he thought should control
everything from the hardware to the
components to the software, the mouse,
the keyboard, everything, which is kind
of like what the iPhone is today. The
problem though is that in the 1980s,
this was not a practical way of doing
business. A lot of consumers were
business consumers. You know, they they
would have a a nice big PC in their
office and they could take out cards and
take out slots. They could customize it
however they needed. That's what the
world wanted. But Steve failed to see
that at the time. He thought that his
vision was so smart that people would
beat down a door to buy his computers
even if they were closed. But he quickly
realized that that's not what the world
actually wanted.
>> This will come back again in this this
story. So he gets ousted. Uh he leaves
Apple. He still like he's very well off.
He's got over 100 million I think. Um
and then what happens next?
>> It's September 1985.
So he has spent the summer in Europe.
And so this is the summer where he's
really getting a taste, his first taste
of what it's like to be without Apple.
And you have to remember, Steve's an
intense guy. He was spending long
nights, long days. His whole life was
Apple. And people around him remarked
that he didn't have any real friends.
>> He probably had no identity either,
right? Like cuz all of his identity was
tied to being
>> the co-founder of Apple.
>> Absolutely. His entire identity, his
being was Apple. And so having that torn
away from him, being pushed out and told
you're not needed here anymore. You're
going to what what they did is they gave
him a new madeup unit and they said, uh,
you leave, so you're not going to work
on the Macintosh anymore, which is your
baby. That was his creation. And they
say, you're going to get a lonely office
across the street. He nicknamed it
Siberia.
And then everybody just ignored him. I
mean, it was the fall of Steve Jobs that
entire summer. And then finally he said,
I'm headed off to Europe. I can't take
this anymore. And so he spent that whole
summer uh this winding summer of just
exploration of you know looking at
paintings and museums and going to
coffee shops. This was a rare moment
when he had to stop and he had to
reflect and look inward and figure out
what he was doing wrong. And so in the
end Steve decided that he could not stay
at Apple.
>> Okay. So he what happens next? He comes
back from Europe. He decides that he's
going to leave Apple and he wants to go
into the next phase of his career. So
he's 30 years old and he says,"I am
going to make the most cutting edge
computer for the leading science
laboratories, the university
departments. I'm going to make the best
computer that can be possibly available
on the market. And it's going to be a
computer that's going to allow students
in dorm rooms to cure cancer." But
there's a problem. To make that, he's
going to have to poach five Apple
employees. And these ones are especially
talented. So he goes in, he tells John
Scoly, the CEO, "I'm taking these five
with me." John Scoly freaks out. So what
Apple does next is one of the most
dramatic things I've seen a company do
to one of its co-founders. they decide
to sue him
>> in an effort to prevent him from
starting or to control what he does when
he starts.
>> It's both. They don't want him to start
the new company. The way that Apple
looked at Steve was a bit schizophrenic
in a way. He was the spiritual heart of
the company and it was in many ways his
company. But then the other worry, they
accused him of stealing intellectual
property.
>> Of course,
>> Steve was working on a new computer at
Apple. It's called the 3M machine. And
the 3M machine, it's this idea of a
supercomput essentially. So more
powerful than a Macintosh. Um, you know,
more powerful than the typical PC of the
day. But that would be the kind of
computer that could be used for
scientists and researchers and also
intelligence agencies. And so Steve
decides that this is the computer he's
going to make at his new company, which
he calls Next Computer. And so he takes
these five co-founders with him. He
starts next and then he's spending money
like crazy at this point. And I think
there's a logo story. Tell me the logo
story.
Steve is
such a perfectionist. He's a man of high
taste. And especially from the fortune
he had built at Apple, he had really
gotten that champagne taste and he only
wanted the best. This is the opposite of
the younger Steve, the guy in the garage
with the holes in his jeans and showered
for shower. Yeah. Who washes his feet in
the toilet. Uh that that's that Steve.
But this is Steve at 30 and now he's
elevating his surroundings since he's no
longer building a startup. That's not
how he sees it. He wants to start at the
top shelf. And so one of the first
things that Steve does is he sets out to
craft a logo. So he only wants the best
logo from the best graphic designer in
the country, a man named Paul Rand. And
so Steve approaches Paul Rand and says,
"I want you to give me the best logo you
can." And Paul Rand's response is,
"You'll pay me $100,000 for the logo.
You only get one shot and you can't
change your mind. That's that." whether
you use the logo or not which and
100,000 at the time I mean it's a lot of
money now but at the time it's like an
insane amount of money
>> I mean even today that's an insane
amount of money for a startup and in
1985 and 86 the the number is
astronomical and so people are looking
at this and as scratching their heads
and saying uh so what exactly is Steve
Jobs doing and this logo it's it's a
classic people still study it design
schools still study it but at the time
people were wondering well what does
this for the company expenses. And so as
a result of spending $100,000 on a logo,
company expenses suddenly become pegged
to $100,000. Like that's become the
normal unit of spending at this little
startup. And meanwhile, Steve has
invested $7 million of his own money in
next computer. So when every expenditure
is $100,000 and you're only running on
$7 million without a product, uh you're
already in trouble. So Steve started off
on the wrong foot. He did get a
beautiful logo, but he was too far ahead
of the market and what the market wanted
from him.
>> And he wanted the computer to be
beautiful in and of itself. There's a
whole story around the cube.
>> The cube was a a perfect object that
Steve wanted to create. And so he wanted
his computer to be literally a perfect
cube, 90° angles. So it's a beautiful
item. I mean, absolutely gorgeous, but
manufacturing it is just a pain in the
neck. It's almost impossible. And so,
they had to go to a specialist mold shop
and they had to use like a special
system, you know, for for lining it up.
It was a $500,000 sanding line in 1986
that would sand every computer. Steve in
deciding that he wanted to build a
perfect cube for a computer, he's
automatically added millions of dollars
in expenses that are going to acrue over
time just by choosing a perfect cube. So
in the end, Steve had created this
masterpiece of art, this masterpiece of
technology, but it was so impractical
that I I mean the cost was just going to
get out of control. It was so expensive.
He priced himself out of the market
>> right at the start. He priced himself
out of the market because he predicted
that everybody's going to want to buy
this. They're going to see how smart
Steve Jobs is and then Steve is going to
be proven right in the end. He's going
to get back at Apple and have an even
cooler computer than Apple does.
>> This reminds me of something John Mackey
told me when I was interviewing him, the
founder of Whole Foods, and he said,
"You have to meet the market where it
is,
>> right? The market for a $10,000 computer
in 1986,
>> a perfect cube that looks gorgeous is
extremely extremely niche. And even
today, no person in their right mind
would actually buy this thing.
>> And are people giving him feedback that
like, no, you shouldn't be doing this or
this is too expensive or nobody will buy
this or or is it sort of like the
classic story of nobody wanted to give
Steve bad news?
>> This is one of the surprising things I
found. I always assumed that people were
scared of Steve Jobs and he would yell
at them and curse and they would just go
quiet and run away. That's something
that we see in movies, but that's
actually not how things played out in
real life. Steve hired people because he
wanted them to talk back. He wanted
people with edge. He would go out there.
He he would pose these really hard
interview questions. He would say, "Are
you the best person in your field?" And
if you hesitated or said, "I I don't
know." He would say, 'Well, the
interview's over. I only want to talk to
the number one person, so go find them
for me and then we'll talk. You know, it
just shows like that that's what Steve
wanted. He wanted people who would
defend themselves, defend their ideas.
They weren't afraid to stand up to him
and say, "Hey, Steve, let's do it this
way." One of the reasons Steve would be
so difficult with people was because he
was trying to get them to push back. He
was saying, "I have this force of
personality, and I want you to show me
why your idea is not totally stupid.
Please. That was the idea.
>> I love that in terms of challenging
people. Even if he believed them, he
just wanted to see that they believed in
their own ideas, that they had thought
things through.
>> Right. Right. You're going to stand up
for to yourself. Also, you're going to
engage in intellectual combat. That's
what he wanted. Not just combat with
Steve, but intellectual combat with the
whole team. They would all get together
in a room with Steve. Steve liked to
hold these retreats. They would go stay
at a nice hotel and gather in the
conference room. and Steve would come
out and say, "Okay, so give me your best
ideas." And then everybody, the software
team, the hardware team, the marketing
team, the sales team, they would all
they would all have to stand up one by
one and fight for what they believed in.
And if Steve thought they weren't
fighting enough, he would push them
harder. He would say, "No, this is not
good enough. It's really not good
enough." You know, they were not scared
of Steve. They were not cowering in
front of him. They were telling Steve
exactly what was going to happen. and
they would tell him, "Steve, you hired
me because I'm the best software
developer. I'm the best in my field, and
I'm telling you that this is not going
to work." And Steve ignored them anyway.
>> Why was he ignoring them?
>> I think that he was trying to build a
monument to his own genius. You know,
Steve was really immature at this stage
in his life. I saw emails where his
executives would give him the numbers
and say, "Look, literally, if you don't
raise this much money by this date and
sell this many cube computers, the
company's going to fail." And Steve
would say, "Well, we don't have to worry
about that cuz we're going to sell
25,000 computers this year." And they
would say, "Steve, we're not going to
sell that cuz we don't even have a
distribution network set up. Like,
there's literally no one selling the
computer out there for us. So, how are
we going to sell it?" and he would say,
"I know it's going to work because I
tried it today and it's a great
computer. It's a great product, so of
course it's going to work."
>> Is this the reality distortion field
where he's not allowing anything into
his perception and then trying to create
a picture of something that's completely
untrue? Like, did he know he was lying
or did he actually believe it?
>> I think he actually believed it. I think
that he did say things that he did not
know for sure to be true, but I don't
think he ever saw himself as outright
lying. Here's what I learned about his
reality distortion field. And this is
what made it so dangerous.
It wasn't just about convincing other
people that his ideas were infallible.
It was also about convincing himself.
And he would listen to people sometimes,
but other times if it clashed too much
with his vision, he would dismiss them.
His biggest fault was
building a monument to his own genius,
his own vision, and thinking that that
would be enough for the market and
enough to beat Apple and get revenge on
Apple.
>> And so he's not learning, but he's
getting a lot of feedback and he hasn't
quite The moment of learning, I think,
is the hardware division failure. Is
that like when that's his lowest point?
Walk me through this.
>> That is Steve Jobs at rock bottom. And
that is a Steve Jobs that we've almost
never seen before.
>> So what happened?
>> Steve was piling up debts. He was
refusing to kill the hardware division.
So the next cube was not succeeding. The
sales were just a few dozen a month. I
mean it was ridiculous. I even looked at
the numbers and I thought, how could any
business survive with this? And so
instead of killing the hardware, Steve
kept going around to different investors
and saying, we have something great
coming. Invest a bunch of money. He went
to Canon. Canon gave him $100 million
and got a board seat. It took very
little convincing. So Ross Perau, his
other investor, Ross Perau got a board
seat and invested $20 million at the
start. These uh investors were
surrounding him and the effect was
interesting. The effect was
magical thinking. It was Steve putting
on a magic show and as a result of Canon
investing and Ross Perau investing and
IBM set up a deal that automatically
raised the valuation of Next and gave it
credibility. So even though the whole
company was smoke and mirrors, they were
still raising more and more money. So
they were creating a bubble. The next
hardware was not selling. Steve would
not give it up. And then finally in
1993,
the company was on the verge of
bankruptcy, literally one weekend away
from just closing the doors completely.
And so Steve Jobs and his hardware
chief, John Rubenstein, who was also one
of the creators of the iPhone later,
called up Canon, their investor, and
said, "It's a cradown. Give us $20
million now or else we're closing." And
so the Canon investors said, "Well, I
guess we have no choice here because
we're going to lose all of our
investments if this company goes up in
smoke."
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So leading up to this sort of like the
1990 1993
the software was getting really good
like when it first came out it was
pretty buggy but everybody loved their
software. The hardware division is
what's sort of like killing it but IBM
wanted to license just their software
didn't they right? Next computer was
revolutionary in its software. The
hardware was the failure and we look at
the hardware and think, "Oh, this
company failed." But the software is
where the future actually lived
>> and this is where the vision and the
future forward looking of Steve Jobs
comes in. He was working on software in
1986
that by the year 2007
would be the foundation of the iPhone.
That's how far ahead of his time he was.
He had come upon a relatively novel
technology called objectoriented
programming. For anybody who wasn't uh
an adult in the 1980s who doesn't
remember what it was like using a
computer, if you wanted to develop an
app or basically do anything
significant, it took a ton of code. You
had to go through line by line of code
and it was inefficient. and there would
be one mistake in there and then you
know that one mistake would just crash
the whole system and then you had to go
back through the whole thing.
Programming a computer was miserable.
Steve from his visits to Xerox Park saw
what was called object-oriented
programming which is the foundation for
Apple products. Now this is the drag and
drop. So this is you know everything is
an object. So you might have the button
object, the click here object, you might
have the image object. Object-oriented
programming was automation for software.
He was building software at the time
using drag and drop and like all of Nex
was. But the problem is they had no
install base. So nobody else is building
software for Nex. So there's no reason
to purchase Nex because it's very niche
market. Steve made that mistake early on
because he wanted to once again control
the hardware and the software together.
Next step was the name of his operating
system. This is the operating system
that tapped into the power of objects.
But the problem was that it was confined
to his next hardware which no one wanted
to buy because it was too expensive.
Over time, a lot of customers, clients
came into the office and said, "Look,
Steve, the reason we're buying your
beautiful cube computers is not because
it's a beautiful cube. Nobody cares
about that. We're buying it because we
want to use your powerful software for
financial trades."
>> Yeah.
>> Ahead of its time. Like speedy financial
trades back when this is a new thing. We
want to buy it for healthcare, you know,
>> satellite imagery.
>> Satellite imagery, intelligence work.
The the CIA loved it. The NSA loved it.
It had a removable optical disc, a new
thing at the time that the CIA agents
could destroy and and toss out so nobody
could find it. It really was a machine
that was ahead of its time. The hardware
was just so unworkable because it was so
far into the future. But the software
was where the real power was here. But
he was playing on hard mode, right? Like
he had opportunities in front of him.
IBM came to him wanting to give him
money and license software. The
government was trying to buy a whole
bunch of computers. Walk me through
those two stories where he sort of
self-sabotages.
>> He totally self-sabotaged and the whole
world would look different today if this
had gone in a different route. This is
one of the stories that blows my mind
about Steve Jobs. Um so Ross Perau is
his investor. Ross Perau uh for people
who don't remember he was a technology
magnet from Texas, a billionaire uh one
of the greatest investors of his era.
also ran for president twice on an
independent ticket. So, you know, this
is who Steve Jobs brings on board. And
everybody who worked with the two said
it was a really funny pairing because
Steve is, you know, Mr. Birkenstocks
California mystic and then Ross Bau, you
know, the straightlaced Texas uh, you
know, the veter the military veteran
who's going to run for president. These
two guys were so far apart that it it
should have been obvious that it wasn't
going to work out in the end. One of the
handshake deals of this partnership is
that Ross Perau promises to mobilize his
sales force to sell next computers to
the federal government, the military and
intelligence agencies. And so there are
intelligence contractors and spies uh
coming around during these years to the
next headquarters. You know, these guys
would show up. I heard really funny
stories. They would never carry a
business card and they would say, "Hey,
hey, my my name is Sally. my [snorts]
name's Bob. Like, you know, they they
wouldn't ever say their real name. And
Steve decided in the end that he doesn't
want to sell to the federal government
because that's not who Steve is. He's
all about democratizing computers. He
wanted to sell to schools, you know, to
dorm room students. That's the sort of
audience that he goes after. But Steve
blew this up and it was a disaster
because he had millions, hundreds of
millions potentially in government
contracts being lined up for him. And
then he said, "I don't want to do this.
I I changed my mind. I don't want to
sell to the feds." So Ross, I'm not
doing this. And this blew up their
relationship. Ross quit. He was so
frustrated, so angry with Steve.
>> They were literally at the boardroom
table with the contracts. They were
literally at the table ready to sign the
contract and Steve said, "I'm not doing
this."
>> So, I I just want to give people context
here. So, we're 1993 at this point. The
hardware division has just been
bankrupt. He goes to Canon. He's like,
"I need $20 million by Monday or else
we're shutting the doors to the whole
company." He's refused to sell the
government despite them trying to give
him money, literally lining up to give
him enough money to more than stay
afloat. and his partnership with IBM had
blown up.
>> So Steve was alone. He was completely
alone. He had driven out his
co-founders. All five of them had left
cuz they were so tired of working with
Steve. He had alienated all of his
investors. Canon, his only remaining
investor, was no longer responding to
his emails. His developers were all out.
They said, "I'm tired of this. I'm not
going to develop software for a machine
that no one's using, a machine that is
now closed and failing. So, this was
Steve at rock bottom and even Fortune
magazine published this article and said
Steve Jobs might be a snake oil
salesman. They use that exact phrase,
snake oil salesman for Steve Jobs. When
I was looking at Steve Jobs at rock
bottom, I thought, "Oh my god, this is
the Steve Jobs we never see. You never
see Steve being accused of being a
scammer." You never see Steve almost
bankrupt. He was almost personally out
of money. He was burning through about
$50 million a year according to the
people who who knew him. And he was
investing his own money into these
businesses because he didn't want to
take them public. And so if the
businesses went under, then Steve Jobs
would go under. And he was very close to
being completely forgotten and written
out of history.
>> Was he funding Pixar at the same time?
When did Pixar come into the picture?
>> Steve Jobs was personally funding two
companies, Next Computer and Pixar, from
1985 to 1995. In late 1995, Pixar had
its IPO because of Toy Story, which was
a major success. And that's actually
what saved Steve in the end financially.
He became a billionaire as a result of
that IPO. That might have never
happened.
>> That's crazy. So he's funding both of
these companies. He's running out of
cash. Canon comes in and funds him. What
changes in that moment? Cuz that's the
lowest point. That's where everything
turns around in this whole story and he
starts to become the legend of Steve
Jobs that we know and love. It's the
realization that he's alone and almost a
complete failure in business. It's
also his marriage to Lorraine and having
children with her that started to
rehabilitate him. He started to realize
that there are bigger and greater things
out there when it comes to starting a
family and having kids. These moments,
it was these years 1993 to95
that were enormously transformative for
him both professionally and personally.
and having Lorraine around really
started to tame him, make him mature.
Also realizing that he had to back off.
One of the reasons Pixar was successful
was because Steve was not involved
dayto-day. The deal that they had, Steve
bought Pixar from George Lucas and the
deal, the agreement was Steve stays out
of creative decisions. That's going to
make things easier for us. So Ed
Catmill, John Lacader, two luminaries at
Pixar, they were the ones who actually,
you know, made the creative stuff
happen. You know, most people don't
realize that Steve Jobs was credited as
a producer of Toy Story, but the reason
you don't realize that is because he
wasn't really the face of the project
anymore. It wasn't like the Apple where
you saw Steve and Apple together. You
can't separate the two. But with Pixar,
once he backed off, things worked great.
Steve did what he did best. He would
give the presentations, convince people
to invest. You know, he would eventually
sell Pixar to Disney, a brilliant master
stroke of business. Um, but the creative
hands were left to do what they did
best. And so Steve learned to finally
trust people.
>> He steps back a little bit from next. Is
that
>> he stepped back, not just a little bit,
he stepped back by a wide gaping margin.
He realized
just how damaging his actions had been,
just how damaging his need for total
control was. And so he allowed his
executives at Next to take over. One of
the things that Nexteatives quickly
realized is that the only way to save
the company, which was $400 million in
debt, you know, remember this is a small
startup that hasn't even produced a
successful product in 9 years. It's it's
literally been making a loss for 9
years. The moment he hires some real
financial professionals, there was a a
new CFO named Dominic Trumpot who is
from Belgium and and came in and looked
at the situation and said, you know,
this is pretty bad. I don't know if we
can save this place, but we'll do what
we can. The moment that that team came
in and looked at the books and told
Steve what they need to do, that's when
things changed. And now next for the
first time ever in the year 1994
posted a very small profit and finally
came out of that 9 years of endless
unprofitability and finally was starting
to look like a real business once
ironically Steve Jobs was gone.
>> Was he gone or was he just more
handsoff?
>> He was gone in the sense that he went to
Pixar more. Pixar became his baby.
>> He loved Toy Story which they were
creating at the time. He really loved
this idea of technology being used to
to create beautiful cultural items. So
So what Next Computer was doing, the
only way that they could survive was by
creating enterprise software
>> and he had no interest in that.
>> He was like, I'm not doing that. Why
would I do that? I'm going to sell the
next great computer to the next Nobel
scientist. Like that's that's what the
company is. But once his financial
advisers said, "Look, I mean, if you
don't change this, it's going to go
under. You're $400 million in debt. You
have no choice." Steve backed up backed
off. He was not interested in enterprise
computing. I mean, come on. Steve Jobs,
you watch the the events that he gave,
the the product launches during this
time, and he does not look like Steve
Jobs at all. He's not wearing that black
turtleneck. He doesn't have the scruffy
beard. He doesn't have the glasses. He's
wearing an Armani suit with a white
button-down shirt and a red tie. And at
one point, he even gave an interview and
he said, "The future of our company is
going to be like IBM."
>> This is like 93 to 95.
>> This is 93 to 95. He's Steve Jobs, the
corporate salesman, walking around the
conference room floor with his
conservative dapper suit and shaking
hands and saying, "Let hello, would you
like to buy my enterprise software? Are
you a financial firm on Wall Street? We
can sell to you."
>> Oh my god,
>> that's amazing. And so Pixar IPOsed and
that gives Steve a lot of financial
freedom. Really gives him leverage over
the Apple transaction which is coming.
But
at the time, Apple was struggling. So,
it's important to contextualize this, I
think. Why are they struggling? What's
going on at Apple? [snorts] Apple grew
into a big corporation and like many
successful startups that grow, it got
featureritis, as they call it. It got
the syndrome of bureaucracy, the the
syndromes of making too many products,
of having too many people. By the time
John Skully, the Apple CEO of the time,
by the time he was pushed out of the
company, the company had something like
70 product lines. No company can survive
by making so many products, especially
if they're not selling. So, they
couldn't say no to anything. Steve's
sort of like not checked out, but not as
involved at Next as he was. Apple's
thinking of buying
BOS as a means of saving themselves, I
think, is my recollection of this. But
then a voicemail changes everything.
This is one of the luckier stories in
Silicon Valley history. If this story
had gone any differently, the story of
Apple would have not happened. Apple
might have literally gone out of
business. There would be no iPhone, no
iPod. None of this would have happened.
Apple was entering a crisis and the
crisis was on many fronts. They had
released a product, a laptop that was
exploding. The batteries would ignite on
fire. They had to recall it. Uh Apple
was having failure after failure across
the board. And one of the things that
they had to upgrade was their operating
system. And so I I don't know um if
Shane, you used Apple computers back in
the 90s. Uh, if you remember what it was
like, there would be crashes and freezes
and they had this thing called the the
spinning beach ball of death. A little
>> god
>> beach ball, you know, thing that shows
up and it just spins around and around
and around and that it means that the
computer was trying to load something
>> but it just can't load it. So, it sits
sits there for an hour. It really was a
miserable experience trying to use an
Apple computer in the year 1996. Gil
Alio was the CEO appointed to to come in
and turn around the company. Uh he also
brought in another executive named Ellen
Hancock who was the CTO and they were
both looking together at a new operating
system. How can we stop this silly
crashing operating system, this beach
ball of death, nothing works? How can we
upgrade this? And the only way that we
can do it is by acquiring another
company. So they only had uh a number of
months until bankruptcy. Apple was going
to go bankrupt eventually. It was
hemorrhaging cash. And so they had to do
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So Apple looks to buy the competitor
basically to next step which is uh BOS
>> right and that is run by none other than
the greatest rival to Steve Jobs Jean
Louie Gassay the same man who tattled on
him about trying to ou the CEO and got
him pushed out of Apple in the end. This
is a moment of revenge for Steve if he
can find a way to get his OS back into
Apple. Apple wasn't really looking at at
Next Computer. Nobody was really taking
it that seriously. There was an
employee, a manager named Garrett Rice
who um you know was a middle-of-the-line
manager at Next. He and his friends were
watching all of this happen and they
knew that their technology was superior
and they were just so annoyed because
they had spent years and years and years
all those long nights creating this
beautiful operating system and meanwhile
Apple goes over to gas's company Bos and
they say hey we want we want to acquire
you guys but they they knew that next
technology was so much better. So
Garrett picks up the phone just randomly
and says, "Okay, I'm going to call Apple
and just see what happens." He calls an
executive and remember this is a a
middle manager. He gives him a pitch. He
says, "You've got to look at this
because this is cutting edge." The
executive calls back and says, "I'm
leaving Apple, but you should talk to
our chief technology officer, Ellen
Hancock. Here's her number." He calls
her, leaves the voicemail, and to his
surprise, she calls back and she says,
"Okay, we want to take a look at this
this next step OS." And from there,
that's where the story just turns
around.
>> And so Apple ends up buying
NextStep, does he go back and become
CEO? What What happens?
>> It's not that simple. It's a whining
road back. Steve actually did not want
to return to Apple. Apple came to him.
They said, "We want your operating
system. We think that this is going to
be a major acquisition." And Steve was
thinking, "Well, I just want to stick
with Pixar because I really loved Toy
Story. The IPO was great." Steve agreed.
Finally, I will return to Apple, but
only as a part-time adviser.
And he said, "I don't want a fancy
title. I don't want, you know, a fancy
office. I'm just going to be an adviser.
I'll go around Apple. I'll meet with
engineers. I'll give them feedback, but
I'm not going to lead the company. If I
decide I don't like this, I'm going to
ditch Apple. I'm just going to go back
to Pixar.
>> Wow. When Steve returned,
they wanted to set up a ceremony for
him. He would arrive in a helicopter and
the Apple employees would all hold up
little digital candles to recognize the
return of their great saint Steve Jobs
to this
>> because the Apple employees from their
perspective it's like our heroes coming
back to save us.
>> Yes. They didn't know at the time that
he was reluctant and unsure. So Steve
comes back and he just sees disaster.
It's a disaster zone. He talked about
this just nothing worked at Apple. I
mean literally you would try to get
anything done and it would just get
killed by bureaucracy infighting
competition. Steve quickly realized that
he had to put his people in Apple. Even
if Steve was not the CEO, he wanted his
hardware and his software chief at Next
Computer to run hardware and software at
Apple because those are the only two
people who could turn around the
company. And so his people, John
Rubenstein, Avi Tavanian, two legends in
the story of Apple. Steve put them in
power and finally they were able to make
good decisions. So how does he get
sucked in to running it?
>> He was so reluctant. At one point he
sold almost all of his Apple shares out
of frustration with leadership there.
And a guy who wants to return and take
over the company doesn't sell
>> all of his shares. And he even said
later, he said, "The reason I did it is
because I was just I was in a fit of
depression. I didn't like Apple. What
was happening here?" So he cashed out.
He said, "Goodbye." You know, and he was
thinking of going back to Pixar.
Interestingly, the one person who tried
to pull him back in was Larry Ellison, a
guy in the news a lot now. Larry Ellison
was Steve's
best friend in the sense that Steve, you
know, Steve didn't have a lot of
friends, but this was one of the few
people that you could call a friend of
Steve's. Um, the pair were kind of
similar in a lot of ways. Strong
personalities, force of will, and Larry
wanted to set up a hostile takeover of
Apple. He thought it would be such a
thrilling experience, just a thrill to
to be able to go into Apple and force a
board vote and get the shareholders
behind you and just take over Apple from
the current CEO and save it. That was
his vision. But Steve differed from that
because, you know, Steve when he was
younger would have gone along with that,
would have said, "Yeah, of course,
Apple's mind. I'm going to go back in,
fire the CEO, and put myself in as CEO."
But the older Steve realized that the
hostile strategy was not going to work
because he was entering unfriendly
ground. He was no longer going to be the
saint of Apple. The the the angelic halo
was going to disappear and people were
going to question him and say, "Well,
why is Steve Jobs partaking in a hostile
takeover of a company he co-founded?"
Steve decided that he wanted to be
welcomed back if he was going to return.
And he did.
>> He wanted to be wanted.
>> He wanted to be wanted. He wanted to be
seen. He wanted people to see his vision
and his products. He did not want to go
in there anymore and pointlessly yell at
people. And don't get me wrong, he was
still difficult. But having been through
this crucible of next computer, he
realized that you do have to step back
and you have to let events unfold as
they need to rather than you trying to
seize control at every moment.
>> He's still difficult to work with, but
why do so many talented people stay with
him?
>> He brought the best out of them. And
they all said that. They said working
for him was the hardest experience of my
life, but it was also the most
beautiful.
They said, "Yeah, you know, I had hard
nights. I cried. I suffered. I, you
know, didn't see my family for days.
Sometimes I was at the office sleeping
on the sofa." But they said, "Yeah, it
was the hardest time of my life, but
Steve was special because he could reach
into my soul and he could bring the best
out of me. He looked at me. He looked
through me, they would say, and he would
reach right in and give me the level of
creativity that I wanted that I didn't
realize I had inside me.
>> I think that's fascinating cuz I I I
just think about this, right? And it's
like a lot his reputation externally for
being really tough on people. Um, and
then internally he was really tough on
people, but they stayed. And I kind of
have been trying to think about this in
my head. And one of the ways that I've
framed this is that he had standards for
himself and other people that they
couldn't see. And because they couldn't
see these standards, they were higher
than they knew they were capable of.
>> But by pushing people towards higher
standards, he got the best out of them.
>> Right. Steve
had high standards for himself
in the sense that he saw himself as
somebody who was going to shape the
future of the world. He was going to
shape the arc of history. He he always
had these grandiose expectations.
But at next what he learned was how to
bring good expectations to the people
around him to lift them up rather than
tear them down. uh once he transitioned
to that stage and realized that lifting
others up, people who do great work,
>> once you bring them into that pressure
cooker of talent, you bring them in, you
put them in a room together, you force
them to defend their ideas and you
acknowledge them when they do great
work. There's a famous interview that
just resurfaced recently and it shows
Steve reflecting. It's the year 1996
after all this drama at Next and Pixar.
He's finally coming out of the
wilderness and he's reflecting and he's
saying, you know, something interesting
happens when you're the CEO leading
great people. When you have talent
around,
the pyramid gets inverted.
>> You're no longer the boss up top telling
people what to do. You're the CEO at the
bottom and your job is to allow your
talent to do their best and to keep them
around because your talent they can get
another job in a minute. So you better
do what you can to keep them around or
else you're going to fail.
>> So if you had to summarize the lessons
he learned like what are the key lessons
that he learned through this period at
next?
>> The first is trusting your people.
The second is the importance of
bending your vision,
knowing when to stick to your guns and
knowing when you need to back off and
you need to work with the world around
you. Steve originally thought that a
great idea was what mattered. If you
build the great computer, the world will
find it and they will buy it and you
will be a success. But that's not how
the world works. He realized that you
need to work with your rivals sometimes.
You know, he called Microsoft, Bill
Gates, the archeneemy. This is like the
first thing he did when he returned to
Apple as CEO, signed a deal with them.
They were going to produce word for
Apple and they were going to invest $150
million to save Apple. The younger Steve
would have never done that because that
would have been a cardinal sin against
the holy church of Apple. I mean, the
Apple fans already saw it as
controversial. that saved Apple that 150
million.
>> It It was the injection that kept them
afloat and it saved them. If that had
not happened, they would have run out of
money. This is Steve the pragmatist.
This is Steve who's learned through
repeat failures that you have to work
with people. Even if you disagree with
them, even if you think their taste
sucks and you know, you think that their
products are terrible, if they have a
pot of money and they can help you, you
have to do the handshake. you have to
find a way out cuz he learned that to
achieve his hardware software unity to
achieve that total control.
You have to build scale first. And how
do you build scale? You make deals with
people. You get investors. You get
distributors, but you have to make
concessions. You can't do everything
exactly as you start out planning to.
>> Talk to me about the Gates uh jobs
rivalry and what you learned about that
and any cool stories you heard. That was
a lot of fun covering the Bill Gates,
Steve Jobs frennemy relationship. These
two guys, they would they would take a
crap on each other at any chance they
could. They would get out in public and
they would insult each other's ideas and
say, "This is stupid." So, what was the
disagreement that they were having?
One of them, Bill Gates, believed that
uh software should fundamentally be
flexible and available to everybody. It
should be on every computer regardless
of the hardware. That's what Windows
was. Windows was the operating system
that loaded on almost every PC in the
world. And that's why Bill Gates was so
successful. But Steve Jobs was the polar
opposite in almost every way. And he
believed that beautiful technology has
to be within the walled garden. You can
make beautiful software, but it has to
be on your beautiful hardware too. So
this was a theme in this entire period.
Steve and Bill sparring back and forth
over whose idea was better and who's
going to win in the end. And
interestingly, if you were sitting
around in 1995, this is the year that
Windows 95 came out,
>> major business success, you would have
thought that the open system makes more
sense. Bill Gates and Microsoft are the
future. But if you're sitting around in
2026 and looking at all this, it looks
more like the closed ecosystem, the
Apple ecosystem is actually the success.
>> Are there any fun moments in the the
Steve Jobs, Bill Gates rivalry where
they like prank each other or like poke
each other intentionally and that come
to mind?
>> In 1988, Steve released the Cube
Computer and this is Steve's big return.
It's going to be like his moment where
he's returning to that stage. It's been
a few years since he was ousted from
Apple. And now finally, we get to see
Steve Jobs, the prince of tech, in the
flesh again, releasing this beautiful
cube computer. What's the first thing
that Bill Gates does? He goes up in
front of the press and he literally
says, "I'm not developing software for
this. I'm going to piss on it." And he
just Bill Gates just goes on this tirade
in public and says, you know, Steve Jobs
doesn't know what he's doing. It's just
a cube. It's painted black. He says, I
could do that, too. I could I could
paint my cubes black. Why is that a
special thing? One of the things I found
in my research, uh, it turns out, this
has never been published, but Bill Gates
actually wrote an apology to Steve, but
[snorts] it was sort of like a
non-apology apology. I read the letter
and it was really hilarious because he's
like, "Dear Steve,
you saw the comments that I made in the
media in which I called your product
stupid and silly. I just want to
apologize for that, but I also want to
let you know that everything you've done
is wrong here and all this tech is not
going to work and I think your idea is
stupid, but I'm sorry." Anyway,
>> it must have taken a lot for Jobs to go
to get uh when he was turning around
when he was saving Apple. It took a lot
and it was extremely controversial even
within Apple because for the Apple
faithful to turn to their greatest
villain, Bill Gates, the man who is
like, you know, the 1984 big brother to
them. That's that's how they see him.
And
>> shows you how far he'd grown.
>> It shows you the new Steve. How do we go
from the transition between Steve's
back, he's part-time, he's trying to
like stay out of things or not be
involved, he's selling his Apple stock
to Steve running as intern CEO, which he
never relinquished until.
>> So, the summer of 97 is a time of deep
reflection for Steve because he doesn't
want to be the CEO yet. He still loves
Pixar. His wife Lorraine is also opposed
has been opposed to him returning to
Apple in the first place.
One of the things that executives told
me at Apple this time is that one of
them actually said this phrase, "Apple
kills you. Apple, it's such a stressful
place that you're going to grow old,
you're going to get sick, and you're
going to die young." And an executive
told me that's how bad Apple was in
1997. Everybody around Steve doesn't
think that he's going to become the CEO.
And finally, it was a phone call to Andy
Grove, one of his very earliest mentors,
CEO of Intel. He calls him at an odd
hour and just says, "Hey, Andy, I want
to talk." So, you know, we've been
interviewing these candidates, CEO of
Apple. Um, we don't really like any of
them. And Andy Grove has a reputation
for being a straight shooter. And he
literally told Steve, "Steve, I don't
give a about Apple."
And that that was that it hit Steve
really hard. And Steve told this story
later. He said, "That's when I realized
that I do give a about Apple." He
realized the contrast couldn't be
starker. He was jolted and he thought,
"Well, wait, I do care. This is my love.
This is my company." And so he said, "I
will become the interim CEO." And that's
what happens.
>> Oh, that's crazy.
>> October 1997,
Steve Jobs is appointed the interim CEO
of Apple and returns to enormous
fanfare. And we all know how the story
ends.
>> The rest is history.
>> And one of the first things he does when
he takes over as CEO is kill
70 of these 80 projects,
>> right? He killed 70% of Apple projects
upon taking over as the interim CEO. He
wasn't even the full CEO yet. And Steve
decided he wanted to be called the IC
CEO. This is the first ever I mention in
Apple, the predecessor to the iPod and
the iPhone. And so Steve as the I CEO
decides we're killing uh 70% of projects
that are just not working. He brings in
his operating system from next with its
beautiful programming, the objects, the
new technology, and he turns it into the
foundation for everything that comes
after it becomes the software that's
going to power Apple's renaissance. It
goes on to lead to the building of the
iPhone, uh, the iPad. It percolates
throughout Apple and it becomes the
basis for anything that's made at Apple.
You have to look at the next step
software to understand where Apple is
today. Just recently I asked one of the
very senior Apple software designers
from the time who knew Steve. I asked
him how many products today at Apple
really come from next and he looked at
me and looked like he thought it was a
funny question and he said all of them.
>> That's crazy. One of the things that I
don't think gets enough attention with
Steve is the role that Lorraine played
in his life. Talk to me about that.
>> Lorraine was the woman who softened him.
Steve as a younger man was always a bit
aimless in his personal life. He he knew
that he wanted a family, that he wanted
to settle down, but there was a hole in
his soul and he just couldn't find that.
But Lorraine had away with him. And
everybody who was around the couple
during these years recounted that just
how Steve by, you know, giving birth to
their son together, Reed, by raising a
family together and having that presence
of Lorraine in his day-to-day life, he
became less of a professional robot, you
know, somebody who goes to work every
day and somebody who started to treasure
simple family moments. He had a child
before Lorraine
>> and treated her horribly.
>> When did that change? How did that
change?
>> Lisa was his first daughter and born
with a different woman, but um Steve
denied paternity and refused to help her
take care of her. Even said at one point
that she would be disinherited. But
after they met Lorraine, it was in the
1990s that she was brought back into the
fold and they started to repair their
relationship. Lorraine clearly played an
influence in that or was it the birth of
Reed?
>> It was both. Lorraine created structure
in his life, a structure outside of
Apple. And I think that, you know, Steve
as he got older was able to not just be
an Apple guy anymore, but was able to
descend his life among family, among
Next, among Pixar. He had different
parts of his identity, so he wasn't
going to suddenly crash if one part went
wrong.
>> Let's switch gears a little bit and do
more like rapid fire answers. Talk to me
about the hero roller coaster.
>> You were either a hero one day or a
on another. Steve would walk
into a room, if he liked your idea, you
were a hero. But the next day, he would
change his mind and say, "You're a
shithead." Cuz suddenly he doesn't like
it.
>> How did he keep so many talented people
working for him? He brought the best out
of them. He inspired them and he pushed
them to their very limit.
>> How did he make decisions?
>> He told people to talk back to him. Talk
back and disagree with me and we'll find
the answer through disagreement.
>> Did he ever apologize to people?
>> Yes. Interestingly,
he would throw them on the hero
roller coaster and then he would
occasionally apologize a few days later
for being so nasty to them.
>> Would he do it in public or would he do
it in private?
>> He would write them a letter. Was he
clear with apologies or did you guys see
any of these letters? What do they look
like?
>> So, those specific letters, I I didn't
see those, but people recounted them to
me. Steve apologized in writing and he
would be specific about the apology, but
he also expected the conversation to be
over.
>> That was it.
>> That was it. We're done.
>> Did he have empathy for other people?
>> Yes.
>> That surprises me.
>> He learned empathy.
He
lined up topflight medical care for
employees who were suffering,
>> but not himself.
>> But not himself. He learned empathy for
others, but he wouldn't give empathy to
himself.
>> One thing that doesn't make sense to me,
though, is it sounds like Steve learned
to learn from feedback and people around
him during these time at Next. And yet
when it came to his own medical
treatment, he insisted on doing things
his way despite the advice of doctors,
friends, loved ones, family.
>> How do you reconcile that?
>> Steve didn't change completely. He was
still the same person at his core. And
you know, he still had the reality
distortion field, but that's the mindset
that goes behind his decision not to get
treatment. He consulted a psychic about
his medical condition. and he relied on
holistic uh you know vegan foods to try
to cure his cancer. But that's not how
it works. But that is classic Steve.
Steve learned the power of inspiring the
people around him. But he never
completely learned to be 100% honest
with himself.
>> Reading your book, it struck me that he
was naturally resilient, but he had to
learn discipline.
>> That's exactly right. He was resilient
in the face of failure after failure.
Once he learned discipline, his
resilience became the foundation for his
success.
>> What can we learn from his resilience
though? Like how do you teach people to
be that resilient? Like he he persisted.
He was so determined.
>> If you're in hard times, you treat it as
the foundation for what might come
after. That's where the resilience comes
from. If you're only focused in the
current moment,
then it's easy to give up. But failure
could be the foundation for success
later.
>> What is success for you?
>> Success is
waking up in the morning and having the
family and the friends around you who
really make life great. It's
walking into a coffee shop and, you
know, being able to sit down and enjoy
yourself and enjoy the movement. Enjoy
the moment. Enjoy whatever it is that
you're doing, whether you're writing a
book or building a company or making a
movie. It's being able to just sit down
and to do that and to enjoy these
moments as they come.
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