Jimmy Fallon: I Didn't Expect It To Be This Brutal! The Hate Was Something I Wasn’t Prepared For!

The Diary Of A CEO June 02, 2025

TLDR

In this episode of The Diary of a CEO, Jimmy Fallon shares his journey to success, detailing his unwavering focus on joining SNL and the mental health challenges he faced. He emphasizes the importance of his parents, particularly his mother, in shaping his path. Fallon talks about hard work, staying true to oneself, and maintaining positivity amidst criticism. He reflects on fame, success, and cherishing family, offering advice on living a fulfilling life and his thoughts on what his gravestone should say.

Timeline

Jimmy Fallon's lowest point and mental health struggles in LA

Jimmy Fallon faced a mental breakdown in LA due to career struggles, financial issues and social isolation, even writing a letter to his best friend about feeling lost.

Jimmy Fallon's motivation to please others from a young age

Jimmy Fallon's drive to please others stems from childhood, influencing his career choices and desire to create positive experiences for people.

Jimmy Fallon's parents' influence on his life and career

Jimmy Fallon's parents had different approaches to affection and discipline, with his strict father censoring comedy albums and his supportive mother being his number one fan.

Jimmy Fallon's obsession with Saturday Night Live

Despite financial struggles and rejection, Jimmy Fallon's unwavering obsession with joining SNL drove him to persist and find creative solutions.

Jimmy Fallon's first SNL audition experience

Jimmy Fallon's initial SNL audition was unsuccessful, but he learned from the experience and remained determined to get another chance.

Jimmy Fallon's determination and personal deadline for SNL

Jimmy Fallon set a personal deadline to make it on SNL before age 25, driven by a deep-seated belief in his ability to achieve his dream.

Jimmy Fallon's keys to achieving his dreams

Jimmy Fallon's success was a combination of hard work, getting good advice, and good fortune, all of which helped propel him towards his goals.

The influence of Jimmy Fallon's mother

Jimmy Fallon's supportive mother played a crucial role in building his confidence and encouraging him to pursue his dreams.

The importance of embracing the journey and learning from failures

Jimmy Fallon emphasizes the importance of embracing the journey, learning from failures, and finding humor in difficult situations.

Challenges and lessons learned after joining SNL

After achieving his dream of joining SNL, Jimmy Fallon faced challenges such as criticism and sketch rejections, but learned to stay grounded and focused on his work.

Jimmy Fallon's message about passion and authenticity

Jimmy Fallon values authenticity and encourages others to pursue their passions and be true to themselves for fulfillment.

Continuing to honor her memory through his work and life choices.

Jimmy Fallon still feels his mother's presence and continues to honor her memory through his work and life choices.

Audio Summary

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Transcript

[Music]
I was just breaking down mentally of
like what have I done? I have I don't
know what else to do with my life. And I
think I wrote a letter to my best friend
like I'm losing it, dude. What did it
say? It's a deep one. Jesus.
[Applause]
[Music]
[Applause]
Jimmy, I was reading through your
business portfolio and it's extremely
extensive. You found a production
company, a ride shoes, you got the ice
cream, the tonight dough. But the
through line here is about making people
happy. I've always wanted to please
people since I was a kid. And in your
eighth grade class, you were voted most
likely to replace David Letterman on the
Late Night Show. Is that crazy? Cuz I
ended up doing that. Well, it does feel
like you pulled that into existence
somehow. Well, I was beyond obsessed. I
wanted to be on Saturday a lot. So, I
worked at the improv where I think the
paycheck was
$7.25. You didn't really eat much. Like,
I would turn cardboard boxes on the
street into tables. It's tough. It's a
lot of rejection, but the stage time was
priceless. And eventually, you get a
phone call. I got an audition for Siren
Live. This was my big opportunity. I
remember going on stage, did my first
impression, and I blew it. That was
probably my lowest moment. It was very
depressing. You'd said that if you
didn't make it on SNL before the age of
25, I was going to kill myself. Did you
mean that? Yeah, but I just knew that I
would be on Sarah. It was going to
happen. And against all odds, I did it.
How old were you? 23. So crazy. Jimmy, I
found some photos. Can you tell me about
this one? Oh my
god. Uh,
wow. This has always blown my mind a
little bit. 53% of you that listen to
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We'll find the guests that you want me
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what we do. Thank you so
[Music]
much. Jimmy, what do I need to know
about you to understand the man that you
are? And when I ask that question, I'm
specifically trying to understand your
earliest context because you're in many
respects an anomaly, but you're an
anomaly that was very, very clear on
where you wanted to go in your life from
a shockingly young age. So, I'm
wondering what gave you such clarity and
what the context was that made made you
the unique way that you are. Gosh,
that's a great question. That's going to
be the whole that's going to be the
whole show right here because I want to
find out. Uh I you know maybe uh um
entertaining or being funny is probably
or wanting to just satisfy people. I
think you know wanting to please people.
I've always wanted to please people
since I was a kid. Like I don't know if
it was my parents or my grandparents or
I wanted to make people feel good and
and give everyone or if I'm at a party I
want to make sure it's the I'm it's the
best party, you know, and I'm giving
everything. I want to make sure. So,
it's pleasing or appeasing, one of those
words. But I think I've always wanted to
do that. And that's kind of what I do
now. Do you have like an earliest memory
of that behavior?
I think wanting to do good in like I
don't know at at uh sports maybe or you
know in grade school or or I I remember
I was an alter boy you know. So I I I
was uh at one point at one point in my
life I want to be a priest. Yeah. Which
I thought I think I'd be a pretty good
priest. I would be funny and you know I
could have good delivery. You know
someone said to me once they said maybe
you got your first taste of uh wanting
to be an entertainer from being an alter
boy because you're up on stage kind of.
Yeah. Yeah. Technically and there's an
audience. Yeah. And you're up kind of
performing. I mean, walking around and
you're wearing an outfit kind of, you
know, wearing costume and, you know, so
it's kind of theater in a weird way, but
I remember just kind of wanting to do
good for like be like make my parents
proud or my grandparents proud or there
was a kind of I mean it it all happened
so fast that I don't I don't I don't
have problems with it or or go back to
it and go that was traumatic, you know?
I just think that I was always like a
people pleaser. Your parents were very
strict. Yeah. Very Catholic, very
strict. No
cursing, no sex, you know, very
Catholic, you know, no no dirty words,
no my I would listen to comedy albums,
you know, and my dad would take a key
and scratch the curse words out of the
record. He would find where the dirty
word was and stopping and scratch it out
of the record so I wouldn't hear it. So
I would hear Rodney Dangerfield and it
would skip to the end of the joke. It
was like tell and then cut to people
clapping and laughing. I go, "Well, I
don't even know what the joke was." I
mean, it kind of ruined it. I go, "Why
are they laughing?" But I didn't quite
But he would, my dad would tape music
videos, you know, on these shows in
America, you know, called like uh USA
Nightflight or Friday Night Videos, and
they he tape these music videos. He
would watch them on Saturdays and go
tape to tape of what videos we could see
that wasn't offensive at all or sexually
inappropriate or something too advanced
for us or something. What was he like as
a man? Funny, life at the party,
hardworking, very Brooklyn, very New
York. He sang in a doo-op group uh on
the street corners. So he would go, you
know, not professionally, but just that
was one of the things he did in high
school. And then he also fought in gangs
like um not just beat each other up
gangs. Like I don't think anyone killed
each other, but this was back in the 50s
where they just would one street corner
would fight another street corner and
they got together and just have a fist
fight or something. Tough guy. He was a
tough guy. Yeah, he's emotional. No, not
emotional.
Uh, I've never seen my dad cry or any of
that stuff. Affectionate.
Yeah. I mean, I got I love yous and hugs
and stuff like that. Yeah. I mean, not
overly. Not the way I think I am. I'm
I'm hugging my kids every single day and
telling them how proud I am of them and
saying I love you and they say I love
you back and you know I I'm I'm overly,
you know, where I didn't have that, you
know, I I think it was just my mom was
more that and I think that was kind of
put on my mom is you're the emotional,
you know, you hug the kids and love them
and he was just more like, "Yep, I I
love you." You know, that's great. He
was rooting for me always, you know, but
you know, a little harsh, but not not
crazy harsh like we, you know. Yeah. Not
nothing that crazy.
Gloria, your mother. Yeah. Gloria is my
mom. Yeah. Uh, sadly passed away. Uh,
miss my mom. My mom's name is Gloria. My
sister names is Gloria. My dad's name is
Jim. And I'm named Jim. very unoriginal
parents. Couldn't come up with any other
name. Like th those are the perfect
names for you. But yeah, my mom was my
she rooted for me. That was my number
one fan. I was the golden child in her
head, you know, like whatever I did, she
was like, "That's that's my kid. That's
my Oh my god, you're fantastic. You got
to go. You're great." You know, and she
would always root me on whatever it is I
did. She would laugh, you know. And uh I
I I miss her not being around, you know,
cuz I would talk to her every day, you
know, sometimes multiple times a day and
you know, talk about Sarah Live and
she'd watch the show and see Sketchers
thought was funny. I mean, I would she
was part of
my life and I think part of what built
my confidence even as an adult. Yeah,
completely. You talk to her almost daily
as an adult. Yeah. I would call her and
just go, "What's going on?" You know,
she loved to talk. That was her. She was
great at that. She had one of those
phones that had the phone cords that was
so stretched out from walking all around
the house and talking all day that the
phone cord probably was 2 miles long. I
mean, it's it was a pile of spaghetti on
the floor. I'm like, it's so I go, gosh,
you should get a cordless phone. You
won't even believe how your life
changes. You can go anywhere, Mom. Uh,
but she loved to walk around and talk.
So she could talk all day long. But then
she would call me and she like I saw you
on TV or you know if she saw I go I know
mom. I'm on that show. But she was like
you're on Ellen today. I know I I was
there. I was that was me. I was on it,
you know, but she was my number one fan
and
loved bits that I would do and she
was one of the most interesting people
ever and like they, you know, both of
them together are kind of cartoon
characters, you know, and by the end,
you know, they both kind of would
couldn't really hear each other, you
know, it was a lot of like what? And my
dad would go, "Huh?" You know, I said
what? Huh? What? Huh? And they just say
what? Huh? Until I interrupted. Go stop.
just stop talking because let's just
move on. You can't hear each other. This
is uh insane. But I wish I can give you
the best story of kind of what my mom
was like. I mean, I remember going home
to the house where I grew up in so New
York after I was on Sarah Live and or
maybe even during and I came home and
mom's like, "Let's go out to dinner."
And I go, "Okay." I go, "But I I don't
really need to. I live in Manhattan.
There's some of the best restaurants. I
I come home because I want home-cooked,
you know, meals, you know, but but I was
I go, "Sure." I go I go, "But just don't
make a big deal. Don't embarrass me."
She's like, "I'm not going to embarrass
you. I'm not." I go, "Okay, let's go."
So, we go into this restaurant and we
sit in and we sit down and she goes,
"I'm kind of getting a draft." And I go,
"No, no, no. We're not moving. We're not
making a big deal. Remember, that's the
deal. We're just not making a scene.
We're having dinner like you said. We're
going to go out." Okay, fine. So, we're
sitting there and she goes, "Let's
order." I go, "You're great." And she
goes, "I'll have this." My dad's like,
"I'll have steak." And I go, she goes,
"I'll have the lamb chops or something."
Great. So, we're waiting and they come
over with my dad and my meal, but they
forget my mom's meal. They go, "You
know, we didn't put in the uh lamb."
She's like, "Okay." So, we can't really
eat. So, she goes, she go, "Thank you."
As they leave, she goes, "I'm not going
to eat." I go, "You can't do that
because you're going to make a scene.
You have to eat whatever." She goes,
"No, I'm just I'm fine. I don't care." I
go, "Please don't make a big deal." She
goes, "I'm not making pizza. Just
where's my thing? I ordered it." I'm
like, "Okay." I go, "Don't make a big
deal." Finally, they bring over this
lamb thing after this whole thing. I go,
"Great. Just eat it." She's like, "So,
she's eating out of spite." And she
takes the first bite and she
goes, and I go, "Oh, oh my god. She's
not joking." And she's like pointing at
her throat. And I go, "Oh my god." So my
dad sticks his finger down my mom's
throat and he's like and she's like
making these noises and I go, "Oh, this
is a nightmare." And then some woman
runs over. She goes, "I'm a nurse. I'm a
nurse." And knocking over tables and
knocking everything over and grabs my
mom and picks up my mom and gives her
the himlick. And my mom is making a
noise that I've never heard anyone ever.
She was making I've never heard my mom
make this. She was going
like and and then a and she pulled it
and then a lambball flew out of my mom's
mouth and hit the wall and the whole
restaurant is just looking at us and
they sit down and she's crying, you
know, and she's, you know, alive. And my
dad goes, "All right, let's just finish
dinner." And I go, "Finish dinner. It's
over. We're going home. We're we're
buying a bottle of wine for that lady
and we're getting out of here." My dad
was like, "That lady should have minded
her own business." I go, "What?" Maybe
it was mom's time to go, you
know,, you know, but it was it they were
that weird and funny where they're like
odd people, but always making jokes. But
that was so and it was embarrassing.
But, you know, I remember telling that
story, you know, and she at a party and
she would love to hear it because that
was just very her and you know, she she
she just did stuff like that where she's
like, "H, this can't be real." A lot of
that. Of both your parents, who are you
trying to please the most, do you think?
Who are you who are you waiting for the
well done from the most?
God, and that's a great question. I
would say probably my my mom. I think
she she I I would like to make her
laugh, you know, because she had a great
laugh. They both did, but I think of
both of them, I think my mom would be
the one cuz I was like she was a fan of
mine. So, it's almost like going like,
"Do you like my new song? Do you like
the second record?"
If you're a fan of the Beatles, you
know, like, "Do you like Sergeant
Pepper?" You know, you know, and she
would be like, "I like it. I like this."
You know, that because I could tell that
she's a fan of mine. She's like, "Oh, I
like this new thing you're doing, or I
like the song you did." You know, I I
think that was great because I could get
feedback from someone I could tell was
kind of studying what I was doing. For
me, being a comedian and being comedic
is
so
so I say this with the the most amount
of respect, but it's so so strange
because it's such a big risk and it's
such a unique career to pursue with very
little promise of it of financial return
or any real Yeah. Yeah. notoriety. Like
when I spoke to Jim uh Jimmy Carr and
other comedians that I've interviewed,
there's something a little bit
Say it
crazy. Crazy mental. Yeah. Crazy about
it. You know, I never and I still to
this day I don't care about money. I
never cared about money. I never did
anything for I don't I I just don't do
it. I never did it for money. And I I
was just I worked because I liked
working, you know. I liked I worked
since I was 13 because I
enjoyed I guess getting a paycheck but
you know and paying for things but I
don't know what things I was paying for.
I was 13 years old. But I mean, I I
liked the idea of going into work and
working a 9 toive day and, you know,
doing overtime. And I I I looked forward
to working wherever it was. And like
maybe it was because I was trying to be
my dad cuz he would go to work in the
mornings and then I would see him at
night, you know, when he came home. But
I I remember just not caring about
money. And my mom I would always put our
laundry in the laundry basket or
whatever and my mom would do the
laundry. She go, "Jimmy, I found $5 in
your jeans." And I go, "Okay." Yeah.
Yeah. She go, "Thanks." She goes, "Next
time I'm going to keep it." And I go,
"Do it. I could care less. What am I
going to do? I take" She's like, you
know, and then my dad's like, "You got
to start caring about money." I go, "I
don't I don't I don't think I ever will.
I just don't It never was a thing for
me. I never cared about, oh, I got the
most or I I got paid blah blah." I just
loved the experience of it all. the
experience of work uh of any work or any
work it led to comedy as well as you
know when I did comedy shows you know
when you when you worked at the Improv
in LA which is a great comedy club in
Los Angeles on Melrose Avenue you would
go up and I think the paycheck was
$725 that's what you get paid total
there's no way you could do that for the
money because I mean it's worthless
what's $7 going to do for you. But it
was the getting on stage, the stage time
that was priceless and building an act
and trying to get a persona and build a
brand and build a character and work in
your act that could lead to a bigger act
or a Saturday night gig. A Saturday
night gig paid maybe
$20 a a gig. And that was kind of okay
money. And they would also feed you on a
Saturday. So, which is great because I
had no food, you know. I was just like
living there going like, you know, I
make got to $7. I can buy some things,
but I you didn't really eat much.
Saturday, they would feed you. And I
remember my first Saturday gig at the
improv. I go in, it's a big deal. And
I'm brand new, uh, probably out in LA,
maybe six months or something. And I
worked my way. You have to do any week
night, anytime they call, you have to be
up there. And so I did that and I put my
dues in for that and showed up and I had
I did pretty well. I had a good
10-minute act and um Saturday night gig
and I get there and I see Jerry Seinfeld
in the restaurant. I go and I go out to
the pay phone and I call my parents 1800
collect. Do you know what that is? Yeah.
At least just about. Yeah. It's like a
way to make a collect call so that you
don't pay for it if you have no money.
So you would call 1800 collect and
someone would have to pay for the my
parents would pay for the phone call
from LA. And I call my mom 1800 collect
and she goes, "What's Hi, Jimmy." I go,
"Mom, Jerry Seinfeld is at the club at
the improv tonight." She's like, "Oh my
god, Jerry Seinfeld. Oh my god, I can't
believe it." Uh, she's like, "This is
the peak of Seinfeld." She goes, "Is he
going to go do stand up?" And I go, "I
don't think so. I don't know. He's just
eating at the restaurant. He's I know
he's a fan of comedy." And uh the owner
was name is Bud Freeman. And so he was
there with Bud. So I go So I go in and
I'm getting ready to do my act which is
a lot of impressions and I'm waiting
there and who goes on stage but Jerry
Seinfeld. He just walks on they go we
have a surprise for you tonight and he
gets a standing ovation cr before he
even says anything comes out does his
greatest hits. I mean crushing every
joke the famous ones the sock missing
from the dry the whole bit. He did
everything. Then he says, "Good night,
standing ovation." And he leaves. And
the guy goes, "Okay, who's on next?"
"Uh, Mark." And this guy, Mark goes,
"I'm not following that." And he goes,
"Uh, how about uh you?" And he, you
know, there's two other guys like uh uh
Darl or No. He goes, "I'm not following
that." He's like, "Who's Jimmy Fallon?"
And I go, "That's that's me." He goes,
"Yeah, you're up next, kid." I go, "Oh
my gosh, my first Saturday night, I have
to follow the greatest comedian of all."
I mean, he was the hottest comedian.
Might be one of the best comedians of
all time now. I He's the greatest. I had
to follow that was my first act. I'm
like, and so I went up and I had this
doll and I would do these impressions
about a troll doll and different
impressions of celebrities that would be
the host of
the like this one. Wow. You do your
research. Unless you just carry that
around like that one. So I would have
this doll. Oh my gosh, this is my act.
This is So I would have this and I go,
"Hello, I'm Jimmy Fallon and welcome to
the auditions for Troll Productions
Incorporated. We're looking for a star
or sponsor for our new line of Troll." I
would do like a British accent. I don't
know why. I thought that was cool for me
at the time. Probably sounds terrible to
you. Um, and I don't mean to be
offensive. I go, "Uh, we're looking for
a star or celebrity to sponsor our new
line of Troll Dolls for our new uh line
of commercials. Uh, first up, John
Travolta." Then I go, "She's like, I
swear to God." I mean, like, look at his
hair. Like, who does this who does his
hair? Like, it's so weird. Like, what
kind of doll is this, right? I mean,
like, I can't even like play with this
thing over here, you know? You know,
Sandy, you know, would do something like
that. And but this time I came out and I
go, "First up for the celebrities,
Seinfeld." And I go, "Okay, people.
Okay, look at these dolls. They don't
Their arms and legs don't move. These
aren't fun. He's got no pants on. He's
not even wearing pants. What kind of a
doll is this? And it worked. And I
followed Jerry Cipha and I was like, and
that was cool. And then I went down the
list and I finished my act and I pulled
out a guitar and I played guitar with
the troll doll and that was my act for
years. My name is Jimmy Fallon and
welcome to the auditions for Troll
Productions Incorporated. Remember these
little guys with fuzzy hair. We're
looking for like a jingle for our new
line of throw doll commercials. First
up, you
two out on the street.
[Music]
Were you a confident young man?
So if I zoom back to when you were 12
and you were a class clown in 1986, were
you a confident man? What was going on
in your head? I think I was pretty
confident. I wasn't cocky. I mean, I
remember like my grandfather and my
parents being like, "Hey, don't be too
full of yourself." They didn't like kids
that were too full of themselves or
cocky. I was pretty, but I was
confident. In your eighth grade class,
you were voted by your peers most likely
to replace David Letterman on the Late
Night Show and you're 13 years old at
the time. Is that crazy? Cuz I ended up
doing that. Crazy. I ended up doing
that. I replaced David Letterman. But
you were aiming at that. I wasn't. you
aiming at the SNL thing. Yeah, Saturday
Night Live was my aim. I wanted to be a
cast member on Saturday Night Live. Um,
which I ended up doing, but then
Saturday Night Live is what got me Late
Night, you know, to which is Letterman's
show. And then Late Night got me the
Tonight Show. When you look back at how
at that age you were aiming, you know,
as a young man to be on SNL, which is
exceedingly rare,
but you also went on to, you know,
replace David Letterman on the the late
night show, when you look back in
hindsight and go, so if you if one if
your child came to you and said, "Dad,
how does one aim at a goal and then
accomplish it? And how did you aim at
such a goal? And in hindsight, what were
the factors that went into you
accomplishing that goal? Are there like
principles that you could transfer to
somebody to make them accomplish such a
goal? Because you know, one of your best
friends, I think it was Frank Gentile,
recalled that you are, he says, I've
never met anybody more focused on what
their goal was in life. It's, you know,
I'm not a huge believer in manifestation
as people often describe it, but it does
feel like you pulled that into existence
somehow. I remember just being I I don't
know what it is. I I wasn't that well
read or anything like that, but I just
knew that what I wanted to do I think
from around 12 or
13 and maybe it's because people said I
was good at it or I was making people
laugh, you know. So, I think when my
peers and my friends said like you
should do this like I I think you're
going to be famous one day or I think
you're going to be a comedian, you know.
I think you start believing it and
you're like, "Oh, maybe I am good at
this." Like I don't even remember
watching Late Night or David Letterman
around that time. I knew Siren Live and
I probably did watch Letterman and
Johnny Carson the Tonight Show, but I
think I started thinking, "Oh yeah,
Siren Live will be that's what I want to
do. That's that would be the ultimate
dream." Because that felt exciting and
electric and show business, but also
cool and edgy. And I was like, if that
would be my goal, like how would I do
that? And I remember like secretly if I
threw a coin in a fountain or if I made
a wish on a birthday cake, you know,
which I still do, you know, that's not
my wish anymore. But I remember I would
blow out the candles and I'd say, I want
to be on Saturday Alive every year, all
of my birthdays, any wish that I could
make, that's what I wished, that I could
be on Saturday live. And so maybe
that pressure that I put on myself drove
me to figure it out and see what were
the right steps. I think, you know, my
big
decision, you know, was going into
standup and doing impressions. I knew
the show could always use impressions
and people doing impersonations of
celebrities, you know, and so I thought
that was one way in. And so I remember
doing that. And then I remember reading
that people that uh study at the
Groundlings, which is an improv troop,
uh if they study there, some people go
from the Groundlings Society Lab. So I
moved out to LA and started taking
classes at the Groundlings just in case
that could help me. I also knew that
there was a management company named
Brilstein Gray that managed a lot of the
people that were on Sarant Live. And if
I could get seen by Brostein Gay, maybe
they would put me in touch with, you
know, the Adam Sandlers of the world or
the, you know, people that, uh, you
know, they they had everyone from, I
think, Belushi on till, you know, they
probably have people on the show now,
but I remember getting a call from a
manager who used to work at Broing Gray,
just left. Her name was Randy Seagull,
and she was great, and she was my
manager. I moved out to LA with a
manager and so I thought she would know
how to guide me to Ser Live. What are
your parents saying at this time?
Because if you're if one's kid says,
"I'm going to go out to LA to do comedy
and improv and these kinds of things."
Your dad was a a career man. He was
working at IBM, I believe. Yes, he was
working at IBM. And he said to me, I
said, "Uh," he said, "Look, just
guarantee me two years of college.
just just go to college for at least two
years. Uh, I think we made a deal where
we said, "If you go for four years, I'll
I'll pay for two years and you pay for
two years." Like, okay, that was kind of
a deal for us. And so, I remember going
to college for three and a half years.
And on that half of that last semester,
I I got kind of an opportunity to go to
LA to meet with this manager. And I
said, I called my parents and I said, "I
think I'm gonna drop out and move and go
to LA." and go for it and just try to
take acting lessons and take class at
the Groundlings and try to get an
audition for Saturday Live. And they
were like, "All right,
well, really think about this. You know,
this is really what you did. Who is this
person that you're going out to?" And I
go, "Her name is Randy Seagull. She's a
manager." And I had met her through a
guy that I used to work for in in Troy,
New York. I was a receptionist at a news
weekly called Metroand. I used to answer
the phones and I would also do the
personal ads like, you know, men seeking
women and blah blah blah. And I type
those things out and I remember he moved
to LA to be a music manager. And so I
gave him my tape on his way out, a
videotape of me doing my troll act. And
I said, "Uh, if you see anybody," he
goes, "I'm not doing comedy. I'm doing
music." I go, "I know, but if you see
anybody, maybe pass it along." And so he
passed it along to this manager. So, she
talked to my parents and they got a
phone call where she was like, "I think
Jimmy's got something. You know, he's
green, but I think if he gets, you know,
if he goes to work and puts in the work,
I think that he'll get something. You
know, I I I I think he'll be successful.
He's
green, amateur. He's, you know, he's not
ready yet. If you, you know, you're not
ripe. He's he's green. So if you're
green, you're you're like uh you know a
green banana, you know. You know, did
you ever give up on yourself or did you
ever doubt yourself while you were out
in LA? Yeah, definitely a bunch of
times. It's tough when you're just not
getting the the it's not working and you
want to tell everyone that it is
working, but it's hard. It's a lot of
rejection and you end up like you just
trying so hard and you go I know what I
want but it it takes it takes so much
time to get there but in the meantime
you have to take auditions. You you have
to cuz I was like I I didn't want to
take acting lessons cuz I read somewhere
that James Dean would go to acting class
and just watch and never do the acting
lessons and I like James Dean for some
reason. So I would go and I just sit in
the back of the and watch everybody. And
finally the acting teacher came up to
me. He's like, "Are you sure you want to
do this? Because I mean, you can get so
much more out if you did this and
started working with other actors. I
think you should because you're a
stand-up comedian. You don't perform
with anyone. You're by yourself on
stage. I think you should learn how to
act with other other actors." And I was
like, "Yeah, maybe he's right." Like I'm
I'm not James Dean. So, I started acting
and then you realize, "Oh gosh, I'm
really not good at this. I got to learn
how to do this. It's a skill to play off
of other people and to listen to other
people." So, then I started doing
auditions because that's my manager
would get me an audition for movies and
stuff. And I think my first audition was
to play a lifeguard in the Brady Bunch 2
movie or something. And I had to say
like one line like, "Get out of the
pool." Something like that. And uh so I
remember going and my my my line was
printed on fax paper. They faxed it over
when fax machines were a thing. And so I
had and they they would tell you bring
in the paper when you do the audition.
Hold the lines so that they don't think
that you're off book so they think that
you have a chance of getting better. I
go okay great. So I'd hold the paper and
I go and action. I go get out of the get
out of the pool. Go. Okay. You want to
just do it one more time? I go,
"Okay." It's quiet and it's just so
awkward. And I go, "Get out of the
pool." Or whatever it was. And she goes,
"Okay. Uh, bye-bye." It actually said,
"Bye-bye." And I was like, my face got
red. I got so embarrassed. And I got
back to my apartment and my manager
called me and I go, "Uh, did you hear
feedback?" She goes, "Yeah, you didn't
get it. Uh, they said that." Weirdly,
she goes, "They said you're uh too
green." And I go, "Okay." She goes, "But
we have to work on it, you know, just
keep doing it and keep doing auditions
and working on these lines and you
should get an acting coach and go bring
the lines to the acting class and go
here's can you do get out of the pool,
you know, whatever better." So, it just
got over and over again you get rejected
and you you wouldn't get parts. I got no
parts. I probably auditioned for, you
know, 30 shows and movies and stuff like
that. And I you just kind of It's tough.
It's really tough. say anyone going into
the business or acting or or any of that
stuff, the entertainment stuff, you're
gonna get beat up. Really, it's going to
be to the point where you're like, I'm
so depressed I can't do it. But just
know that if you can just get through it
and keep working eventually, whatever it
is is going to happen in life will work
out. Maybe you won't even be an actor,
but maybe you'll be a lighting director.
Maybe you'll work on sets. Maybe maybe
it won't be acting, but it will get you
to where you're supposed to be if you
just keep going and keep doing. I just
kept kind of telling myself that. And I,
you know, I ran out of money. And I was
like, I'm going to have to go
home to live with my parents and
probably go back to college if I can if
they can let me back in. And I think I
even might have looked into it. But I
was just so bummed out because that's
not what I wanted at all. I wanted to be
on Siren Live. And um you know it's just
reality was like oh you almost didn't
feel like of living in this world cuz
it's like people couldn't believe that
they're like that's not reality. You
can't just say I'm going to be on
Saturday live. I remember going to my
ground's class my first teacher who's
great. His name is Jim Wise and he goes
uh what do you want to do? And he would
go around the horn and people like I
want to be in movies. I want to be in a
TV show. I want to be in a sitcom. And I
said I want to be on Saturday Night
Live.
like that's very specific. That's like
it's one in a zillion. That's what I
want. Like and he brought that up to me.
He brings it up every like I'll never
forget that you said that that's what
you wanted to do. And that was my
ultimate ultimate. I said if I do
nothing else in life, that's all I
wanted to do. And like even if that if I
got on for one season or one episode,
then I could do whatever I could. I I
didn't care what I did after that. That
was what was the fixation with Saturday
Night Live? I think my parents loved it
and and their friends loved it, but that
was what they would watch and that was
like the pinnacle of comedy. That was
the best comedy show in America. And so
that was the best. So it's like playing
for the greatest team, you know, playing
for the Yankees or, you know, whatever.
I don't know soccer, but Arsenal, I have
no idea.
Manchester United. Oh, Manchester
United. You couldn't help yourself. Oh
my gosh. But yes, playing for that.
You're playing you want to play play for
the best. If you can make it
there, that's the best team. Then you
could do whatever for that if you play
for Manu. But it's slightly different
with you because a lot of upcoming
football players would be happy to play
for any Premier League team. Man United
is, you know, of course great, but they
would aim for any Premier League team
ways. You seem to be like religiously
intent on it being Saturday Night Live.
Yeah. Had to be that because I think
that's what we we would watch, we would
talk about as a family. As kind of a
family. Yeah. As a family. They would uh
they would tape it. You know, we were
one of the first families to have a VCR,
which is uh anyone young listening to
this podcast, a video cassette recorder.
So, it would tape. It's like a DVR
digital video recording. So, it's a
video cassette and you would tape it on
these giant tapes and they would record
two hours, you know, on television. And
so, we would tape the show and then you
could rewatch it and then I would
rewatch it and study it and watch the
sketches over and over again and watch
repeats and watch the greats and watch
Belushi and Dan Akroyd and people I want
Bill Murray and Steve Martin, people I
wanted to be like. As it got into high
school, I was taping it, watching the
best sketches, and I would go to my
friend's party and show the best sketch
that week and go, "Oh, this is the best
sketch. It's Chris Farley, and it's blah
blah blah." Or, you know, I I I would be
obsessed that way. I be almost became so
obsessed in high school that I couldn't
really hang out with anyone while I
watched the show because I didn't like
it if anyone didn't like the show. And
my parents used to let me drink if I
stayed in the if I stayed home. So if I
didn't go out, they would buy me a
six-ack of beer and I could drink at
probably, you know, 16 or something or
something like that. you know, not the
smarts, but but they would, you know, I
would hang out with my friends and they
would say, "Yeah, they're gonna have a
couple beers and, you know, but I would
watch Siren Live with a six-pack and
watch it and um study it." And I ended
up just stopped watching it with anyone
else. I, you know, I guess I still
drank. That's sad to say. I drank by
myself, but uh I became an alcoholic at
16. Uh uh but but it was it was a thing
that I would do and I would just study
it and I would every Saturday night and
it continuing into college my friends
would have parties and they go you got
to come right I go I'll be there at 1:00
they go you no the parties you got to
come I go Saturday live can't go they go
just tape it go I can't just tape it I
have to watch it live obsessed yeah I
was beyond
obsessed obsessed Without a doubt, that
was it. That was the pinnacle.
Like even I went on like an NBC tour
with my dad, like a bus trip to New York
City and took me on a tour of NBC to see
Siren Live and you know, this is I was
older. I was just so nervous to go in
the building and oh my gosh, this is the
building. This is what it looks like.
And this is the, you know, the the the
the doorway and the revolving door. I
know all this and I know everything. I
know the what the walls look like. I
know what the ceiling is painted like. I
know art deco decor, you know, I knew
everything. I geeked out and I was like,
this is the best day just going on tour
there. Now I've worked there for 20
something years, you know, it's my home.
I I've been working in that building
since 1998. I don't even think about it
anymore. That's the door I go into work.
Every now and then I'll walk to you know
I I walk to work almost every day but
I'll get that feeling again like oh yeah
don't lose that. This word obsession it
seems to be earlier when I said you know
the principles of all the
characteristics that got you to to where
you are today but clearly obsession is
one of them. I mean you're you're
obsessed to an extent that I didn't
actually realize with becoming a host on
Saturday Night Live. Yeah. An obsession
is a powerful force isn't it? because it
it means that one can bang their head
against an immovable object over and
over again until the immovable object
moves out its way. And that's kind of
what you found yourself doing in LA.
You're sat you're going to these
auditions. You're getting rejected. What
was your mental health like in that
period when you're in
LA? Because you're dealing with constant
rejection. You're you're running out of
money. You're contending with having to
go home. It wasn't the greatest and I'm
a pretty positive guy in general, but I
think that was probably my lowest
looking back. I mean, I remember
like, you know, trying to see what
therapy was or if I could afford a
therapist or what that meant or why
because I was just breaking down
mentally of like what what what have I
what have I done? Like what have I done?
And I' I've kind of made these decisions
and I wasn't getting anywhere. And it
was like I mean I
had really kind of no friends and no
social life. Just obsessed with work and
obsessed with standup and trying to make
my act better and trying to see if I can
get on Saturday live and having no money
and just going like what is this all
about? You know, I can't I don't know if
I could afford to keep failing. you
know, I can't live in an apartment if
you don't make money, you know, and I I
can't can't afford gas to get to the
audition. You can't eat. You you just
like you just go, "Oh, yeah. I just got
to keep doing gigs, but I'm running out
of space, so maybe if I go home, I can
go back to doing like these little clubs
and make some money, save up money, then
go back out and try again in LA." I
remember they became a moment where I'm
like, "Oh, I think I wrote a letter to
my best friend like I'm losing it,
dude." And in fact, I know I did because
he still has the letter and he works for
our show now. And he says, "I have it
and I'll publish it one day. I'll give
it to people if I need the money. I I'll
I'll I'll release your letter you
emotionally broken." I go, you know, but
that's what best friends do. They hold
it over your head. He's a sick dude.
Yeah, exactly. I'll sell it on eBay. And
I go, gosh. I mean, you know, it's one
of those embarrassing things. I probably
wish I didn't write that. But what did
he say?
I go, I I don't even ask, but I think it
was something to the point like I'm
losing it and I don't know if I can make
it and I have I don't know what else to
do with my life. And you know, something
to that
or effect or you know, I miss college. I
miss my I miss you. I miss having
friends. I miss going out. I miss, you
know, I think it was that it was like
maybe regretting my decision to to move
to LA. Was there anything that this
Jimmy might go back to that Jimmy and
say to him at that time if you could
to a message that maybe he needed to
hear that he wasn't
hearing? Maybe advice or Yeah. I mean,
of course, the advice would be like,
"It's going to be
okay." You know? I I I I think probably
the best would to go back and be like,
"Hey, I'm proud of you, dude. Like,
you're doing exactly what you have to
do. You're doing what you have to do to
become me. So, I'm so proud of you. So,
keep it up." you know, you
know, I mean, I would all the things
that like I remember just in LA and like
I remember like finding cardboard boxes
that were thrown out in this garage next
to me and bringing that in, not dirty or
anything, but new boxes, and I would put
sheets over and they would become
tables. So, I would use that as like
kind of an end table next to my bed,
stuff like that. And you go, "Oh, yeah,
those are It's creative. You know, it
could you could look at it so sad to
talk about now and go, "Oh my god,
you're by yourself. You had cardboard
boxes as tables and you go, I didn't
think about that. I was just trying to
be that would look nice if it had a
sheet over it and that looks kind of
cool." It was very kind of dormy, you
know, but I think about I don't know why
it just made me think about it now. I'm
just so maybe I mean having cardboard
furniture was depressing but you know
you know I I think that's where you have
to dig and see if you can make the find
the funny in and go like if you can
perform
now then get ready when if you're if you
get if you step in the ring you're an
animal. Why I'm proud of you?
You didn't quit. you didn't you're
really like against all odds. You're
doing something that no one in the
family has done that none of your
friends have done. You really don't know
where this is going to end. And you're
kind of in adventuring into an odd
place. You're discovering all new stuff
that's never been done. And it's it's
it's it's great to do this because one
day you'll get tested in a different way
and you'll be mentally stronger. And so
I I'm proud of you because this is all
tough now, but it will pay off when when
you need to show your strengths or you
know, it's almost like you're going to
the gym. You know, it will pay off one
day. Like I don't want to do it. I don't
want to run. I don't want to lift. I
don't want to do anything. I don't want
to eat. You go. I know. But the future
me is telling you this is great that
you're doing this because you're going
to have a it's just going to be when
when you need it, you'll be strong
enough. And so I think I was becoming
stronger as I was building it. And uh I
look back and I I wouldn't change
anything. You know, at the time, you
know, if anything,
I you know, I would say I want it to
happen faster, but not really. I think
you have to live through all the stuff
and go, "Oh, now I remember that. That
was cringey. Oh, that was rough. Oh, I
remember that. That was bad. But that
was a good one." And then you go, "Oh
yeah, that was another great one." And
then, "Oh, yeah." And then you start
thinking of all these stuff that you
thought was depressing then. It's kind
of charming now. And you go kind of I
love those days. And I love the days
where you bombed and that was the
biggest problem. The biggest problem in
your life was that you didn't do a great
impression of Jerry Seinfeld. Like that
was the biggest problem in your life.
Okay. Then I think your life is pretty
good. Like, dude, you look back and go,
that was it meant so much to me, though.
You know, and I think about that now
with my daughters, you know, they tell
me stuff that's going on in school and
stuff and to me, I'm like, you won't
even see these kids. They mean this will
mean nothing to you. These kids, maybe
you'll be friends with them for life. I
hope that' be great, but I don't think
so. I don't remember anyone. I don't
talk to anyone from my grade school, but
it's the biggest thing in their life
now. So, you can't say that because it's
like, "Dad, this is my life. What are
you talking about? This is the biggest
thing. Like high school is so slow when
you're in high school. Right now, four
years is a joke. Four years is like a
joke to me. I go, "Oh my god, I can do
anything for four years." When you're in
it, it's long. Four years feels like 25
years. You know, could you have imagined
a reality where you didn't end up
getting on to SNL at some point? So, if
we were sat here now, you're 50 years
old and you're sat here and you'd never
done it. I would have done it. But so
this is what I'm I'm getting at is
I would have found a way and done it and
even just walked on or something. I
would have found a way to get on it. I I
would have found some way to either be
an extra or walk in the background or do
something or I I would have There's no
way. There's no way. I I'd have to. But
you're saying if I didn't, what would
happen? or you saying I don't think it
would ever
happen. I had to be on it. I was going
to make it happen and I had to do
it. You know, I don't think there was an
option. I don't think there I would have
done it. I don't think there's ever an
option. I wouldn't ever have been on
that show. I asked the question because
there are areas of my life where I
sometimes reflect and go, I always
thought that that was going to happen.
And the consideration that that might
not have happened makes it's almost like
this like then life wouldn't have been
real. Like then everything I believed
would have been a lie. There's small
things in my life that when you look at
me as a young man and I'm filming myself
pretending that a TV show have asked me
to do something that ended up happening
10 years ago and I go it was that was
always how in my brain I did that too.
Yeah. Yeah. But I mean, I I think a lot
of us performers have done this where
you interview yourself and you pretend
you're on a radio show and you go like,
"Here I am. I'm counting down the top 10
songs and here's the and I have
cassettes of me doing that." You know, I
think a lot of people do that. When I
ask you the question about SNL, you are
so convinced that that's always the way
that it was going to go. And I'm like,
that's what I'm trying to I wanted to
see your reaction when I make you
consider that it didn't go that way.
I can't see it not happening. I had to
It was going to happen. I I don't know.
I I don't know if I can tell you
honestly that I could imagine another
path. I I don't even know if I could
fake it cuz I would be lying. I know I
would be on Sarah. I have to. I just
That was I I can't even I can't lie and
say, "Well, I guess I could have done
it." I just know. So, how did you go
from that kid who's writing the letter
to his friend saying that he's
considering giving up and seeking out
therapy and those kinds of things? How
did you get from that moment to that
first Saturday Night Live audition? I
think you get little things, little good
things happen to you. You were going to
use the word luck, right? It sounded
like you paused on the word luck there,
but uh I could use luck, but I I'm just
going to say good things. I mean, it
probably is luck. I I I feel like I am a
lucky person, but I think they're just
like uh like you I I think I got a
holding deal at Warner Brothers
television to do like to act for a
sitcom or something. Even though I
didn't want a sitcom, I remember putting
in the contract
that if I get Siren Live while I'm doing
the sitcom that I can contractually get
out. And they said, "No, that's the
whole reason. No, no one can. You
can't." I go, "Well, that's that's the
only reason I could I have to get this
in this clause in my contract." And they
said, "No one's ever asked for that, but
um okay." So, they put it in my
contract. So if I was on the show, the
show didn't get picked up. But if the
show got picked up and I got a chance to
audition for Sent Live, I could leave
the show contractually cuz they were
like, it's just no, it's not going to
happen. But so I I ended up acting and
getting a little money which is great
because it actually I could stay at my
apartment and actually still work on my
goal of Sarah live you know while not
doing I didn't want to act in sitcoms
but that that helped
me take a breath and like okay I got a
couple more months
of opportunity
and eventually you get a phone call.
Yes. Um, my manager sent tapes and tapes
and tapes to Sant Live saying, "Can you
know this is he really wants it, blah
blah blah." And so I got an audition for
Siren Live. This was my first of two
auditions. Um, my first one I went to do
standup, my troll bit on stage at the
comic strip here in uh in in New York.
And I remember going in and having my
one outfit that I owned that I thought
was the best and you know some shirt
from the Gap or something and Nike
sneakers that were like such a big deal.
I only wore them on special occasions
and this was it. And uh I went on stage
with my troll doll and I saw Lauren was
in the audience. He had his hat on. He's
the founder creator. Yes. his creative
siren live and now the late night on the
Tonight Show. And I remember going on
stage as soon as I did as I did my first
impression, I knew it just didn't work
if I didn't have the audience. It was
cut down from a 10-minute act to I think
3 minutes. And I had to catch the
audience, hook them in 3 minutes and
leave. And I started the first 20
seconds. I could tell this is bad. And
it was sweaty. It was a bad audition.
And I left and I go and we went to a
diner next door to the club with my
manager and I had coffee and it was very
depressing like wow that was my this
that was it that was my just for
Saturday Night Live. Lauren Michaels
who's the creator of the show was there
that was my big opportunity and I blew
it. All right, let me figure it'll be
fine. Let's figure it out. Went back to
LA. They said you didn't get it. How did
that feel?
For some reason at that point I don't
remember I was a bit numb I think
then and I think I was
on I was starting to work on my act and
really getting into standup and I just
kind
of kept thinking in my
head I have to get another
shot another chance
at auditioning or showing them what I
could really do because that was just
not the best that I could do. But it
wasn't too long after that where I got
another phone call from Sarah. How old
were you when you got that second call?
23.
So I heard you had said um that if you
didn't make it on SNL before the age of
25, you were going to I was going to
kill myself. Were you actually? Yeah, I
wrote that in something in some journal
or something. You wrote what? If I don't
get on Sent Live by the age of 25 that
I'll I'll kill myself. Did you mean
that?
Yeah, I did. But again, I knew that I
was going to be on Sar Live, so I guess
I didn't really mean it because I I was
going to be on Sar Live before I was 25.
So crazy. I I just I I knew that I was
going to be honest, so I wasn't really a
threat. So funny. Do you know what's
funny is the um actually it's in my book
behind there. There's a screenshot of my
diary and in the front page of my diary
it says before I'm 25 and it has my goal
written in the front of my diary and
I've published it in my book which is on
the shelf
somewhere. Isn't that funny that I had
the same thing where I'm like before I'm
25 years old I will have to do this.
Yes. Yeah. And it's and and it happened
thankfully. But did you think in your
when you were typing? I didn't say I was
going to kill myself, but yeah, I don't
I think I typed it out, but again, I was
into computers, so I think I typed it. I
think it's on some file somewhere. Okay.
I think I said I will kill myself. Um
but uh I definitely said, you know,
uh yeah, 25 was my thing. I started my
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And you get the second call for the
second audition around 23 24 years old.
Yeah. So I then I said, "Do you want me
to do the troll doll?" And they go, "No,
we'd rather you not do the troll dolls
cuz we've seen that already." Okay. Was
that the end of the troll doll? Well,
that was my whole act. I don't have any
I don't have much more. That was that's
all I did was the troll doll act. So I'm
like, what do I do? So, I just kind of
did the troll doll act under a guise of
a different thing where it's like a
celebrity charity or you know, so you
know, I think it was a how you doing?
Here we go. Uh, oh my god. You know, my
mom always told me to, uh, get a lot of
how you doing to get some exercise. And
so she used to say all the time she'd
say, "Why don't you go to the store with
your mother?" And I skinny kid.
And I would say, uh, I'd say, "Uh, why
don't you shut up?"
That That was the big That was my big
moment. That was the biggest moment for
me. That was That's crazy. That was the
moment in the audition too that changed
everything because I was doing a bunch
of impressions and before I did
that I'm so nervous. But now I'm on the
actual stage and you're there and um uh
the producer comes over and says Jimmy
Fallon go yeah come with us. They go
just to let you know Lauren Michaels
doesn't laugh so don't let that throw
you if you're doing your act. They go
great thank you. And then they go now go
get hair and makeup. I go wow cool hair
and makeup. I go get hair and makeup.
They're doing my hair. They're putting
makeup on me because they're
broadcasting my audition to California
so that the heads of NBC can and the guy
and girl doing my hair and makeup go
just so you know Lauren doesn't really
laugh in these auditions so don't let
that throw you when I go okay yeah
that's what I heard great thank you I go
get your microphone on so they're
putting a microphone on me and a mic
pack and the audio goes just a little
advice doesn't really laugh so if you do
your thing I go what is this guy's
problem why is he not laughing he's in
the wrong business. I mean, he's in a
comedy show. And so, as I was doing that
audition, I did an impression of Adam
Sandler, which was what you just played.
And I remember at the time, it was kind
of new because Adam just left Siren Live
and no one was really doing Adam
Sandler. And I was doing, you know,
like whatever. And I remember Lauren
started laughing and I go, "That's cool.
That's a cool story. even if I don't get
sire alive. But I just knew that he
started laughing. He put his head in his
hand and was laughing. And I go, "That's
a good story. I'll tell my kids." I made
Laura Michaels laugh and on on Sarah
Live, on the set of Sarah Live. I wasn't
really on the show, but I was on the set
and uh uh I remember doing that and
feeling good about the audition. Like I
left that going, "That that went as good
as it could go." You know, that was the
best I can that's the best I can give
him. That was it. And I remember one of
the uh producers, Marcy Klein, came up
to me and said, grabbed my hand. She
goes, Jimmy, that was fantastic. You got
to feel good. And I was like, and I just
felt like, okay, if they're saying it, I
feel good. Then you didn't hear I didn't
hear back for a couple weeks or
whatever. It's like it's crazy how long
you wait cuz you and they go, "Look, we
like Jimmy. We saw him at the comedy
club. We were looking for a different
direction, you know, for that audition.
I think they hired Tracy Morgan. So,
they were going in a different
direction, the first audition. But this
one, they called, they go, Lauren wants
to meet you and talk to you. He's going
to be out in LA. And he had an office on
the Paramount lot. And so, I drove into
the Paramount lot. I get my name to the
front gate. It's a great It's a great
studio. It It feels like you're in the
business. I don't know if you've ever
been to the Paramount Lot, but the giant
gates and you you're it's a movie set
and the gates open and you go to a
parking spot like and there's actors
walking around and it just feels like
you're in the business and it's
nerve-wracking. I went into Lauren's
office. He had like a you know some
office on the on the lot and I remember
going into his office and everything was
white and it kind of felt heavenly
almost and you're just like and I sat
across the desk from him and he goes,
"Uh, Jimmy, do you wear wigs?" And I was
like, "Oh, no. I just I do this to my
hair. I just spike it up." He's like,
"No, no, no. I'm saying like for
characters and stuff like do you uh have
you done characters like where you wear
wigs and stuff?" I go, "Uh, no." He
goes, "Because we want you for the
show." And I just think, you know, with
more practice and if you try to do
different PE and as soon as he whatever
he was saying, I couldn't hear. The rest
was slow motion. I was like, "Oh my
gosh." He just said, "I got some life. I
did it. I got Sarah laughed. It's
happening. I couldn't believe it. And I
go, "Okay." And I shook his hand. I go,
"I hope I make you
proud." And I left.
And I think I pulled over to the first
pay phone I could get to and called my
mom. I'm like, I just got sized. And it
was like, you know, you
know, you know, it was just, it's crazy.
The whole thing is crazy. I'm coming
back to New York because I'm going to be
on the show that I tried to be on my
whole life. I did it. It's happening.
And here we go. And it was like, wow.
And I said goodbye to LA and my
roommates and everyone's just so happy
for me.
And and then I went to New York and got
an apartment and in Midtown and it was
the greatest uh thing. I took Silent
Live and went from there and did a
couple movies. I met my wife. It's the
best thing that ever happened to me. And
then uh I didn't work for a while after
the movies and then Lauren asked me to
be on to host Late Night and replace
Conan O'Brien. I did. I worked hard at
that and then I got asked to replace Jay
Leno on the Tonight Show and I did that
and here I am. and I'm host of the
Tonight Show and crazy life and crazy
opportunities and it's just so
interesting and fun. There was a motion
in your face where you talked about
getting SNL and calling your mom. It's
so interesting that it's decades ago.
Yeah. You know, again, like it's the end
of Rocky, you know, it's the thing. It's
like, I did it. It's like,
yes, you know, you you did it. That's
insane. You you you got to be kidding
me. You you you you did it. What we all
said you were going to do, but you went
and actually this is it's
crazy. It's it's not many people get do
this. And I was like, yeah. and to talk
to your mom who was your biggest fan and
always believed in
you, you know, that's emotional and it's
like it's just this is how can this be?
It's just I don't know. It was just un
it's just the whole thing is kind of
crazy. It's it's it's amazing. Is there
anticlimax?
No. Because if you aim at that one goal
and put it on a pedestal for that long
in your life, no. It paid off. It was ex
everything was what I dreamt. It was
crazy. Everything. Uh the the announcer
Jimmy Fall and him saying my name. I was
like dreamt of it. He was really saying
it. I could watch him. I enjoyed every
second of it. Every bit. The internet
was happening at the time. And then
people started getting sending me fan
letters and then web pages and it was
just like you started getting famous.
And here's the New York City street. I
walked on not too long ago being kind of
afraid and intimidated. Now I'm walking
and people are going Jim, you know, and
and it's and it's cool and you go,
"Yeah." What weren't you prepared for?
Getting
rejection, you know, getting your
sketches cut, being told you're not
funny, you know, haters. This is before
Twitter and all that stuff, which is a
different ball game that I wasn't ready
for either. But you you think that it's
just going to be, oh, this is cool.
Everyone will be great. But then just
people not everyone's rooting for you.
You some people want you to fail.
People's jobs are to take me down, you
know, and and to put bad press out and
stuff. It's just that's their job. And
that's and you're just like, oo, I
didn't think it was I I don't live in
that world. I don't believe that it's
real, but it kind of is real. and you
go, "Oh, people are just going to be
mean." And you got to again just toughen
up and get through it and just keep your
head down and keep being funny and just
keep doing things and keep keep being
creative and just if you move that out,
you realize it's not even real. That's
not it's it's real, but it's noise and
it's just it doesn't affect you. Uh you
can only believe in yourself and and
know that you have to keep going and if
you keep scoring that will show. your
work will show that that stuff I wasn't
prepared for of of dealing with the
overcoming that you know overcoming
that.
Yeah. Overcoming like hating on you or
or you know saying you're not good or
something. It's like you don't think
that's going to happen, but it, you
know, it will if you're successful
because someone will be like,
uh, you know, someone's not going to
like you no matter what. As someone
that's always trying to please, is that
the antithesis of pleasing for for one's
brain who is orientated towards making
people happy? It's the worst. Yes, it is
the absolute worst. You're I hate it. I
I want everyone to like me. I I can't
stand it. I go, "Oh my gosh, what can I
do to make you like
me?" I think the answer is you can't you
can't make everyone like you. You just
have to do what you do and do the best
that you can at what you do and be happy
with yourself.
I mean, like, what's the what's the
alternative? The alternative is you you
quit. You Yeah. you quit or you you you
change you to be I guess what the person
who hates you likes and someone else
will just hate that then what yeah the
original people will will hate that that
you change and you go oh yeah I mean I
and then you'll hate yourself yeah I
mean there's I used I I love music but I
remember like I love the Beasty Boys um
growing up and there's that one line
Mike D says like um be true to yourself
and you will never fall And it's like
kind of is the
move. It's just be that's be true to
yourself. Then there's no everyone can
say whatever they want. It's like that's
who I am. How did you cope with that
stardom being thrust into public
spotlight? You're getting feedback from
everywhere. You're getting the good, the
bad, the ugly. You're someone that wants
to please. Do you Did you seek any
professional help? Did you get any
support? No. No. I just kind of live
through it and go like,
"Yeah, I think I'll I'll figure it out."
You know, I think fame was fun, you
know? It's it's cooler. It's cooler than
cool. It's like, "Wow, this is what I
thought it would be." But it's
also at the end of the day, it's it's
the work and the the I than the stuff
that you do and the stuff that comes out
of it where I'm most proud of where I'm
like, "Oh, I get to do this. I think
this bit could be fun." You know, like I
remember we had Mick Jagger on the show
and Lauren said, "Mick, we'll do a
sketch if anyone has an idea." And they
go, "I could do an idea where I'm the
reflection of Mick Jagger in the
mirror." And I'm like, "You know what?
Why don't shut that what?" And Lauren
goes, "Please don't do that. Absolutely.
Please, please don't do that." He goes,
"It's been done. The Mark's brothers
have done it. It's just Lucille Ball is
just it's been done. Don't please don't
do that." I go, "Okay." He goes, "But go
pitch Mick ideas." I go, "I don't want
to pitch him ideas. I'm You're the
producer. I'm nervous. I don't I don't
know MC Jagger. He's like, "Just go in
and pitch me the ideas." I go, "So, I
wrote out like 10 ideas." I'm like, "Uh,
hi Mick." He's like, he's very nice. And
uh and I go, "Um, you know, I was
thinking maybe me and you uh I play you
play Keith and I'm you and you know um
we work at a you know, sunglass hut or
something like that." And he's like,
"Not that." And I go, "Uh, well, then I
have this other idea, you know, where,
you know, you and I work in an ice cream
shop, but we're, you know, blah, blah,
blah." And he's like, "Nah, nah, I don't
really like that. I don't not I don't
want to do that." And I go, "All right."
Um, and I'm going down the list and the
ideas are getting worse and worse. And
I'm just like, "Oh my gosh." And then
out of desperation, I go, "Or we could
do something where you come in your
dressing room and I'm your reflection in
the mirror and you're like, "What? Why
am I doing this shot? Done in the 70s
and done in the ' 80s and what why am I
doing that? Walmart that. And he goes,
"Oh, I like that." And I go, "So I go
back to Lauren's office. I go, "Good
news, bad news. Good news. Mick wants to
do a sketch. Bad news is it's the mirror
sketch." And he So Lauren was like,
"Okay, we'll do it." And uh we wrote it
in a night, which never been done, I
don't think, when I was on the show. We
wrote it on a Thursday night, rehearsed
it once on Friday, and did the show on
Saturday. And it worked. And it really
worked. It was might be the one of the
best sketches I was ever in. And Mick
was so happy that he like was so giddy.
And he kind of shook my hand through the
mirror, which is funny cuz we I'm
supposed to be his reflection. And it
was just kind of cool. And I I remember
one of those things where I'm like the
room was shaking and I go, "That's
cool." Like, dude, that's beyond what I
dreamt I I could do. You know, being on
S Live is one dream, but now you you're
doing it sketch with one of your rock
idols, you know, and and scoring and
it's great. It's really funny and
everyone's having a good time. Like, you
really like But that's something. And it
was wasn't meant to be. It wasn't
written. It was all just kind of
happened last minute. And you know, but
those little moments all kind of add up
and you go, "Oh my gosh, this is so
crazy that this is all happening." How
was that? I was looking before you
arrived at all the people you've
interviewed going back more than a
decade and it's just everybody. It's
like Floyd Mayweather to you insert the
name of the person who's at the top of
an industry. You've sat with them.
They've been on your show. I was
thinking like how has that altered your
perception of not just what fame is but
like what life is about because you've
met the best of the best, the top of the
top, the richest of the rich, the most
famous of the
famous. I'm interested, you know, in
people, whoever it may be, whether it's
Bruce Springsteen or, you know, Angelina
Jolie or something, you know, you're
talking to them just
like talk to me about this thing or what
I don't know. It's like uh also with my
show I got to jump right in. I have
probably Yeah. 10 minutes interview, you
know, which is you got to get in there
fast and you go like I got to make them
comfortable and know that I'm not going
to make them look bad. I just want to
talk to them and go like, "Hey, blah
blah blah." Or I'll make a thing or I'll
just say some joke or I don't know what
I'll do. And they're like, "Really?" And
then they'll be themselves. And then you
go, "Now it's flowing." and you go,
"Yeah, yeah, yeah." And then you can get
into the movie talk and you know, you
know, and sell the product or whatever,
you know, which is whatever. But it's
that first kind of five to seven minutes
where you get in there and then you
start playing with them and you start
like if you can get a laugh out of Floyd
Mayweather or something, it's cool. How
do you make them feel comfortable? Is
this You must have something that you
have learned about what it is that makes
someone feel comfortable. I don't know.
Oh, I don't have an exact recipe. I I
will tell you that I go in before the
show to their dress room to say hello
before the show. Okay. Just to say hi,
how's it going? Then I'll just talk to
them. Sometimes I talk to them longer
than the interview cuz I we'll get
talking about something or life or some
bit or you know, you know, their parents
or something, you know, just get into
real life talk and by the time they come
out, they feel like we've already
talked. So, it's less pressure. I think
also after 16 years of talking to I've
seen everyone at their highest. I've
seen everyone at their lowest. I've seen
people date people they shouldn't date.
I've seen people get married and have
babies and just really fun to watch. And
it's fun to go back and now even if I
see these people once a year, twice a
year, I feel like I know them a little
bit and you're like, "Oh yeah, Floyd,
good to see you. What's up?" Or Mick,
you know, you know, how's it going? has,
you know, has your kids what, you know,
we can just talk and we're caught up and
you're like, "Oh, yeah." And it's kind
of feels like maybe it doesn't to them,
but to me it's it's it feels like I just
saw them yesterday and that we're, you
know, even though it's probably I
haven't seen them in a year, it feels
like I just saw you. They go, "Oh,
yeah." How do you stop it from getting
old? And I say this because I um
obviously have been doing this podcast
now, really for about four years. That's
really that I consider the starting
point when we started on YouTube. And I
wonder what I've got to do to make sure
that I never get bored of doing this. I
don't think you ever will. There's just
so many interesting people. Yeah,
there's so many people in this world and
it's it it doesn't end. I mean, four
years. I'm trying to think of where that
was. That was round at the end of late
night for me. I mean, you're just you're
you're doing all the things. You're
you're just expanding. I mean, but
you're working hard. I mean, you're
you're trying. I think just keep trying.
If you stop trying, you get boring
tomorrow. But here you are in New York
with 10 cameras. I mean, you're not in
London. You're not in your kitchen. This
is fake. Don't Don't break the illusion.
This is fake. This wall's not real. This
is not This is There's a light here.
This is all fake. This is all a fake
thing. This is how This is how you don't
make it old. You don't You have to work.
This is all nothing here is real. This
is all a studio. But that's how you make
it now. Get old. This is Yes. But this
is I think how you make it uh exciting
is you you got to put the work in. Don't
get tired. You got to show up and you
you always got to show up. You got to be
there and you got to be there for your
uh audience. And you do that. You you
show up. You you you do all the stuff. I
mean, you have to. And that's like you
said, it's kind of a seven days a week
thing, but it's every day you go, what
can I do? What can I do? What can I do?
It just becomes part of your life. It's
brushing your teeth. It's like, oh yeah,
I guess brushing your teeth. Someone at
one point told me I had to do that. You
know, but now I do it every day, so I
don't think about it. I brush them three
times, four times a day. Now I'm like,
how do you keep yourself challenged?
Uh, is there something that you're doing
to to push yourself? because you know we
expand around the world. We go to
different places. We have increasingly
more interesting different guests and
challenge ourselves in that way. But you
when I looked at your show I was like he
started with the biggest in the world. I
know you started in the biggest city in
the world. Start putting more pressure
on yourself for any little challenges or
trying something. You go like I've
always wanted to put out a Christmas
album, you know, uh and and and just
come out with and and write original
songs. You know, trying to write songs
is hard enough. trying to write 20
original Christmas songs. It's insane.
And what's what's what hasn't been said?
I have an idea for a kids book that I
think could be funny, you know? Yeah,
data was the first one that was a big
deal. It's really the same word on every
page. It's just getting your kid to say
dada. So, I thought that no one's done
this. So, I go basically if you get to
the end of the book, it's you saying the
word da so many times that I think your
baby has to eventually just go da da.
So, it'll work. But then you released
Mama. I had to because my wife
and and all my female fans were like,
"Really? You have two daughters and
you're not going to write mama because
this is the real truth. Everything is
mama." So, that's kind of the same book
except I changed it to you want the kids
to say dada and they just keep saying
mama. I have a I found some wonderful
photos of your childhood which I adored.
Go these photos. You probably recognize
quite a few of them. Did I post these?
Where would you find these? I went
through your house. Oh my god. This is
my Catholic uh teacher, kindergarten
teacher. Um that's Mrs. Fulling. That's
Frank Gentiel we talked about earlier.
Friend Steve Tabboutout. These are my
dorm room friends. I would do stand up
with Frank and Steve was kind of the
artist in the group. Is that Gloria
underneath? This is Yeah. Gloria. Yeah,
that's my mom. That's my mom in our
kitchen. Um where we spent many a time.
We we parted many times in that kitchen.
In November 2017 when she passed away,
you said as a tribute on the Tonight
Show, which I watched, the best
audience, referring to your mother that
she was the best audience. She was the
one I was always trying to make laugh.
Mom, I'll never stop trying to make you
laugh. And I heard you talk about
squeezing her hand three times when you
were younger and her squeezing yours
back. In a fraction of like public
attention I've experienced, one of the
things that acts as an insulator to all
of that for me is knowing that I have a
home to return to. And home for me isn't
a place, it's people, you know? Yeah.
And that's the thing that makes all of
the noise feel fake and like it's not
real and that there is something real.
And so when I was thinking about all of
that and you losing her and her being
the audience, her being home for
you,
I I have to understand like how that
changed
you. Yeah. It's it's it was it's the
toughest thing that I had to go through.
I think see it. You know that it's going
to come eventually, but it's just it was
uh just so sad because just she was so
much joy in my life.
Uh, I just miss her. Yeah. But you don't
stop thinking about the people, you
know, and you think about all these
things and you look at all these other
photos and you go, "Yeah, that was
probably she probably gave me the
microphone. My mom was probably here
giving me the microphone."
And when you think about people dying,
especially when it happens for the first
week, you go, I'm going to forget about
them and I can't. And you go, it's so
sad. And then the truth is it just you
don't you don't forget about them ever.
They will never they're in your life.
You think about them in the weirdest
moments. And you'll hear a song and I'll
hear like Duran Durant or something. I
don't even know if my mom liked Randran,
but something remind me of me and my mom
listen, you know, think of my mom like,
"Oh my god, can't believe I'm listening
to Hungry Like the Wolf or whatever Rio
and I'm thinking about my mom and
getting sad." But you do you have those
moments when it's like but but it's it's
more happier moments and you don't get
that emotional. You know, if I you know
want to I can just start crying because
I just miss her. But I I I I think of
the best times and you know I think I
wouldn't be who I am with without her.
You know when you say that you miss her,
you've said that a few times. What what
precisely is it that you miss?
She had a great sense of humor and she
was always, you know, and I think
there's so many things.
uh talking
about probably talking about myself a
lot. I go like did you see the thing I
did or the thing or I want her to bring
it up like that thing you did was great
and then it makes you feel good. So, I
kind of miss the positive reinforcement,
the feedback, positive feedback of
something that I did that I kind of
miss. And her, you know, complaining
about something or talking about
something she doesn't like or I feel
like that would kind of give me material
and I miss
like, you know, calling on my birthdays
and, you know, just she's so much love.
She just loved me so much.
I do worry about I worry about this
because I I think sometimes we don't
realize the importance of certain
relationships until we lose them and my
parents are getting older and I think I
have some kind of like subconscious
existential fear
that there will be words unsaid or I
will I will learn the hard way that
there's things I should have said, you
know. Yeah. Yeah. You kind of Yeah. I I
think I said everything. I think I said
everything. Sounds like you spoke to her
a lot. I I did. I said everything. She
knew that I loved her. And you know, it
just it kind of happened fast, which I
kind of hope uh I I think that was a
good thing. I I hope it doesn't happen
slow for you cuz I don't know if I could
take that. This happened really quickly.
And so I was like, are you able to
grieve? Were you able to grieve? Yes, I
went for it. My wife was really helpful
with that. She was like, go for it. just
you just cry and just grieve because
eventually you actually just have to
stop crying. There's no way you can keep
crying. There's no way. But you feel
like there's a hole in your heart and a
hole in your lungs. You feel unhealthy
and you feel like like you have to go to
the hospital that you're going to die.
You know, you just have to go through
that and you go and then you
just just get it out of your system. And
then, you know, as time goes on, you
just start be able to laugh at the
things kind of happy memories, you know,
and sad she's not here anymore,
but glad for what she gave me. And when
all the memories, I mean, it's way
outweighs the the sad thing. I just wish
it was around is the only thing. And if
you harp on that, then it's too
depressing. Did it change your
perspective on your own work? Cuz it's
funny. I I remember thinking about my
old business when it was like the it was
my entire life. I was thinking if I lost
this person in my life now. I don't know
if my business would mean the same to me
because in part I'm doing this for them.
Yeah. Yes. You still do it for
them. In a weird way. I still do this
for my mom. I I think of her when I do
things. I go she would be she would be
psyched. She would be proud. She would
that would make her laugh. I still think
of her for most things I do. Like she
would love that. That would make her
laugh. That would make her proud. She'd
be like, "Oh, that's funny." Or, "That's
that's good that you did that." Her
loss, you turning 50. Yeah.
putting all these pieces together, it
seems like this might have inspired your
increased concern and uh I guess drive
for longevity and health because we
talked just before we started recording
and I asked you what's sort of front of
mind for you at the moment and one of
the things you mentioned was longevity
and health. Yeah. When did
that emerge? I maybe around I mean I'm
50 right now but I think you know I I
think about my my parents are they were
never healthy. you know, they used to
drink a lot at the time they smoked, you
know, when everyone smoked. I think
there's a picture of my mom pregnant
with me drinking and smoking. Um, which
is fantastic. I mean, gosh, terrible.
Um, but man, I turned out okay, right?
Sure.
Wink. We see listen to this back. Yeah,
maybe I didn't turn out. Maybe this is a
lesson. Uh but uh yeah, I think about uh
being around for my kids and trying to
be alive and kind of
um uh financially stable for my kids,
too. Cuz I I don't think my parents
thought about any of that stuff. They
just go, "No, this just have it was a
lot of fun and like a lot of support and
like we're that was a lot of the thing,
you know, but they didn't really didn't
work out. I think I think we bought a
treadmill twice, you know, different
times, just tried to make it something
that we would all do and no one ever did
it. So, what does that actually mean for
you in terms of your longevity and
health journey? Does it mean that you're
you're going to the gym, you're thinking
about what you're eating? Yeah, I'm
definitely eating better. I'm I'm work
out when I can. You know, I walk every
day. Um I love walking. Um, but yeah, I
try to uh, you know, I don't drink as
much as I used to. And, you know, uh, I
I get
checkups. Not that I'm unhealthy, but I
think, you know, I I I just want to be
around for a long time. I don't even
know how long I want to live, to be
honest. I don't want to be that old that
I'm older than everyone in my I mean, I
want to have people my age. I don't want
to be 130. Yeah. and no one else is
like, "Dude, that guy won't die." I
mean, eventually it's it should happen.
I just want to be I want it to all
happen kind of in the right way and then
eventually as you get you go on and
they'll all pass away, but I want to be
able to be enjoying everything. Now, for
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your first
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daccircle.com. I will speak to you
there.
Is there a next chapter in your mind
that you're looking at already? Are you
thinking about life beyond TV?
Media is changing so much. I mean, you
were one of the sort of real pioneers
that rode the shift towards the internet
and digital, and you've got more bloody
followers on YouTube and Twitter and
Instagram than anybody, I think, of I
think you've got like 100 million
followers or something crazy. Um, but
are you thinking about the next wave of
Jimmy?
Not not really. I feel like this is a
good gig for that type of aging. I think
the older you get, the kind of the
better the talk show gets. Like, you
know, Johnny Carson did it for 30 years,
I want to say. And, you know, I think I
can do it as long as there's an
audience. And I feel like there is
always going to be an audience. I feel
like I know everyone's like, "TV is
dying. You know, the ratings are dying."
But I don't think it is. I think TV is
just as powerful as it ever was. I think
they're making some of the best
entertainment, the best shows are on
television. If you call it something
else, if you call it Netflix or if you
call it, you know, live podcast or
whatever it is, you're still watching,
you need entertainment. And thank God
for entertainment because you just find
yourself when
you're when you're needing some out
outlet or creative or something or even
a break, whatever you want to call it,
meditation. Television is there for you.
You can turn on television, watch a
movie, watch a show, and you're like,
"Ah, this is great. For an hour of my
life, I don't have to think about my
problems. I'm thinking about their
problems." or watching a reality show,
whatever show you it is you're watching,
but your brain's moving. It's not like
your brain's shut off. You're you're
listening to this podcast. It's not
you're not just zoning out going, you're
actually thinking while you're listening
to this and this is changing the way you
think. You may not agree that I think
you might think, oh, television's over
what, but that's interesting. It's still
your brain's moving and this is fun for
people to listen to. And this is I think
entertainment is always going to be
there. has to be around. And I think
it's it's just in it it it's moving this
way and that way, but I still feel like
eventually there's a screen in your
house or wherever you're living that
you're going to want to see things on.
You know, whether it's going to be
through your eyeglasses or if it's going
to be through your, you know, contact
lenses or uh your phone or whatever it
is, you know, I don't think it's going
to be the Apple goggles, but they have
to try. Outside of um TV, you're very
busy. I was reading through your
business portfolio and it's extremely
extensive. You founded a production
company. Oh, yeah. Producing several
shows, series, films. You made a comedy
a series of comedy albums. Yeah. The
last one was called Holiday Seasoning,
which I I it's a it's a Christmas album,
but I I wanted to create like a new verb
like, hey, we're all we're all holiday
seasoning. Like, are you holiday
seasoning? I'm celebrating Hanukkah.
I'm, you know, I'm celebrating Quanza.
We're all holiday seasoning. Uh, it
didn't take off, but you know what?
Maybe in the future, maybe, you know, at
2050, people will all be saying, "Hey,
are you holiday seasoning?" You know,
yeah, we're all I don't know. I didn't I
don't know if I created what I wanted to
on that one, but but you got the ice
cream, the Tonight D. Tonight dough ice
cream. We've raised a lot of money for
uh Serious Fun, which is a great
charity. It's a great ice cream, by the
way, but it's actually goes to a great
cause, so it's win-win. Beautiful. I was
reading about it before. It's really
cool. Yeah. And outside of that, there's
lots of other things from uh a ride at
the Universal Studios to spinnies to
Yeah, we got our own roller coaster.
Yeah. Crazy. Gob God stompers skate
shoes. Yes. Gobstoppers were a sneaker
that um we came up with that the more
you wear them, the more the leather
wears down and they become different
colors. So eventually every pair of
shoes
become unique to that person. There's no
two pairs of the same shoe. The through
line here, Jimmy, is about making people
happy. from rides to ice cream to the
creativity and the fun of the products
that you've made. That's appears to be
the through line. I like that. Yeah. But
that's the through line of your life in
many respects. It's it's a really
relentless attempt to to please others
and to make people smile and to make
them happy. Yeah, I I I do. I like that.
I like making people happy. It it makes
me happy.
And now you've got two beautiful
children.
It's the greatest thing. You're a dad.
It's the greatest thing. I'm a dad. Can
you believe that? This guy would be This
guy would be a dad. This guy would be a
dad. This is silliest. And I I think I'm
a good dad. Uh they're the best kids. I
love them so much. They're so fun.
They're funny. They They make jokes.
They're interesting. They're interested.
How did that shift the meaning of life
for you becoming a father? Because I I'm
in the process of hopefully having
children at some point. I'm I'm trying.
You I'll tell you one thing that
surprised me. I I don't want to tell you
about your own kids cuz no
spoilers. You're going to you're just
going to figure it all out. And when
they get to a certain age, we'll talk
and you be like, "Dude, and they go,
"Yeah, of course." I didn't I didn't
want to ruin it for you. It's it's
great. It's a lot. It's great. Um, but
the one thing I didn't think I would
happen to me is I like other kids more.
I I actually appreciate other kids and
they go, "Hey, are you not sharing with
that or that kid's got no friends, go
talk to that kid or cuz you go that
could happen to me, my kid." So you
start thinking about other hey no no no
no be nice to him or he's you know it's
like you and then the screaming baby in
the restaurant that once when you were
younger you go like will you shut that
baby up now you go like dude give me the
kid I'll take the kid for a walk I will
shut the baby will cut I understand what
it's like to get out and be a parent and
you don't want the kid to cry and I I
get all that now and you go oh I'm much
more patient with that. What advice
would you give your two daughters for
life? A life
well-lived. They said, "Dad, listen. How
do we how do we live a good
life?" Be nice to
people. Give when you
can. Make people smile.
What if they say, "Dad,
I I want to know how to be
successful." Then go do what you want to
do. I think that will make make you
successful. Do what you want to
do. If you do what you want to do,
you'll be
successful. How are you misunderstood?
Because we're all misunderstood in some
way, you know?
Maybe someone that
laughs at everything. I don't really
laugh at everything. I do have a good
time, but I don't laugh at everything. I
think one way I'm misunderstood is maybe
people don't think that I know what I'm
doing or that I, you know, I'm just
living through life like I don't know
what's going on. But I do know what's
going on. And uh I do care and and I I I
put a lot of work into what I do and I
really put a lot of thought and care
into things that I put out. What does
your gravestone say, Jimmy? If you could
write it yourself,
I would
say he had a good
time. That's not bad. I like
that. Jimmy, thank thank you for
doing what you do. Um, it's uh it's so
unbelievably apparent to to me as
someone that's just spent a little bit
of time for you that in your
heart you are an
incredibly pure, well-intentioned,
happy, radiant person who has a really
authentic
desire to spread that to other people.
and in fact gains a tremendous amount of
energy and happiness from making people
like me and everyone that you met in my
team behind the scenes happy. And we
need more people like that in the world,
especially in times like these where
there's so much division and the the
internet is an absolute war zone. It
feels like everybody's frankly losing if
I'm being honest because everybody's
just firing shots at each other on both
sides of the aisle, but just generally
just all sides of life. So, it's
wonderful to have people in the world
and safe spaces and fun places that
maintain a bubble of happiness and joy
and humor. And you're one of those
incredible spaces on the internet, but
just generally in life as well. So,
thank you. It's such an honor to have
spent time with you and you're someone
that I've looked up to forever. You
know, I've you've been on screen for
most of my adult life and I've before I
was interviewing people and I had the
privilege of doing this. So, you're one
of my idols as well and so thank you for
that as well. It's been um tremendous
honor and I feel somewhat it's it's
incredible that I'm like in New York and
I'm sat across from you. It's really
something special. Keep doing what
you're doing. You're great. You're
fantastic. And I had the greatest time.
It was so fun. I want to say thank you
to every camera. Thank you. Thank you.
Thank you. Thank you. Thank you. Thank
you. Thank you. Thank you. We have a
closing tradition. Oh. Where the last
guests leaves a question for the next
guest not knowing who they're leaving it
for. and we'll ask you to do the same.
The question left for you is an
interesting one. It was how would your
view of yourself
change and how would your behavior
change if you learned beyond doubt that
reality is not objective but exists
only in what you do and your
actions. God, the edibles kicked in
whoever wrote that one. It's a deep one.
Jesus. I wouldn't be
shocked. I I wouldn't be shocked. I go,
"Wow." I I probably would take credit
for it. I'd probably say, "I knew
that." And then you go, "Wait, what? You
knew that?" You go, "Yeah, I wouldn't be
shocked if if all of this was just my
based on what I'm doing." It's
fascinating I if that's the real truth.
How fascinating that what a great
experiment this was and I
hope I can't I hope I I passed and again
I'm a people pleaser. I I whoever is
playing this game I hope they're
enjoying the game they're playing. I
sometimes think it's a simulation and we
we think we've like banned that as a
conversation and someone's playing us.
Yeah. They're just like messing around.
It would make sense. But do do you think
whoever's playing us is enjoying
themselves? Like we're we're good
characters. Maybe they like started the
game and they've like wandered off and
they'll Oh no. It's like Toy Story. They
don't play us anymore. Yeah. They just
like they're off into things and they
like forgot and we're like [ __ ]
around. Yeah. And then they go I didn't
play that in so long. Jimmy Fallon game.
Oh god. Ste the No, we don't I didn't
play that game anymore. Yeah. No, I had
him create a business. They forgot to
turn it off.
Gosh. But yeah. Well, hopefully that you
don't have to use You don't have to play
me anymore. I'm going to get to the next
level. You will, Jimmy. Thank you.
You're the best. This was so fun. Thank
you so much. I really enjoyed it. Thank
you so much. Thank you so much. Thanks
for having me in your in your kitchen.
Oh my god. Really? I like what you've
done with the place.
This has always blown my mind a little
bit. 53% of you that listen to this show
regularly haven't yet subscribed to the
show. So, could I ask you for a favor?
If you like the show and you like what
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week. We'll listen to your feedback.
We'll find the guests that you want me
to speak to and we'll continue to do
what we do. Thank you so much.
[Music]
Where?
[Music]

Detailed Summary

In this episode of The Diary of a CEO, Jimmy Fallon discusses with Steven Bartlett his journey to success, the relentless pursuit of his goals, and the personal challenges he faced along the way. Fallon opens up about his early aspirations, his unwavering focus on joining Saturday Night Live, and the mental health struggles he experienced while trying to break into the entertainment industry. He also shares heartwarming stories about his parents, particularly his mother, who served as his biggest fan and source of encouragement. Fallon reflects on the importance of hard work, perseverance, and staying true to oneself in the face of adversity. He talks about the challenges of dealing with public criticism and maintaining a positive attitude in a competitive industry. He also shares his perspective on fame, success, and the importance of family and personal connections.