he's the most loving person ever I want

him to have a relationship with my kid

I mean that's why

I wasn't going to do this on this and

I'm where I'm now getting emotional

um

writer an award-winning comedian you are

in for a treat

oh God that's tequila what is the reason

why you're a comedian I use humor to

connect with people and have always done

so growing up wanting my dad's approval

and definitely not receiving it it

dented my confidence but it also made me

like I would one day make him proud

If people really knew you what would

they be most surprised about I do feel

the pressure and I do feel the anxiety

but worrying about stuff that is not

worth worrying about a bad review

rejection online trolls so many times

I'm just like why don't I just delete

all social media from my phone I would

be such a good thing for my mental

well-being I have a little bit more

sensitive vulnerable than I tell people

do you doubt yourself yes what impact

does that have on you overworking not

prioritizing family and I'm not present

when I should be present Roxy's pregnant

now how are you honestly feeling about

it

now I'm regretting putting this on

camera

what you're doing is incredibly high

stakes art where are you smoking I can

see that I've got a punchline about of a

[ __ ] behind a wheelie bin I mean that's

not

before this episode starts I have a

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[Music]

I've sat here with so many

incredible Comedians and it's funny

because there's there's an ongoing

stereotype with comedians that they get

into comedy for a variety of different

reasons a lot of comedians have said to

me you know comedians themselves are

depressed in some way then I had Jimmy

Carter says but say to me when you meet

a comedian you should ask him which of

their parents are depressed

um and then I sat here with um

one particular comedian who

really didn't fit into any of those

um stereotypes at all what is the reason

why you're a comedian in your own words

I think in the most reductive way it's

because I use humor to connect with

people and have always done so and so I

think I've always enjoyed uh making

people laugh and that's felt to me like

a great way to connect with people

whether that be in real life or my

audience when I'm up on stage

and I think there are you know lots of

different reasons that people become

Comedians and there is this kind of the

sad clown Trope and that's definitely

one that does exist and I think there

are people that use comedy for other

reasons but for me uh I don't think I

fall into that category necessarily I I

think I

I have always loved comedy and stand up

as an art form because I just really

enjoy

making people happy and making people

laugh and using comedy as escapism

as escapism yeah

from well from you know

it can be from whatever like if you've

had a bad day at work and you come and

see a stand up on stage and they make

you laugh

um bring you out of a dark place or

um if you're you know on your phone and

watching the news and depressed about

the world and then you can go and forget

about all of that and you know it's a

great way of I think you know just going

and

completely relaxing and listening to

someone else Entertain You and uh I

think that for me like that's what I see

my kind of Duty as a comedian as your

parents are comedians yes I spend a lot

of time watching

the wittering white holes yeah on

YouTube your father in particular is

absolutely [ __ ] hilarious yeah it

just do you think your sort of comedic

Edge came from there or because you have

siblings right yeah who aren't comedians

they're not comedians I mean they're

both

pretty funny people and there was a lot

of laughter in our household when we

were growing up

and I definitely think my dad in

particular was my kind of most you know

dominant early comic influence because

again I would watch how uh he used humor

and how

making people laugh

was this way that he had to kind of

unlock people and he was an amazing

wreck on to her and told these

incredible stories and I watched how

people would hang on his every word and

I remember being really in awe of that

and thinking oh I'd love to not only

amuse him uh when I'm able to do so but

also you know emulate him and and try to

be

um you know

uh someone that people enjoy the company

of and the presence of because of my

kind of like wit I guess and so yeah he

was definitely like for me the person

that influenced me the most when I was

thinking oh yeah that's definitely

something that I would be interested in

pursuing when was that point where you

thought I could pursue comedy

professionally as a real job

um

I don't know I do I think it probably

wasn't until the Edinburgh Festival when

I went to the Edinburgh Festival in my

teens and saw stand-up comics I mean

prior to that like most of my knowledge

of Comedy have been stuff that I'd seen

on TV and movies and Laurel and Hardy

and Norman Wisdom and that felt like you

know hilarious but kind of very alien in

a way and then going up to Edinburgh and

seeing like stand-ups performing and

people that were maybe slightly closer

to me in age and were talking about

um things that I could relate to and all

of a sudden I was like wow this is like

genuinely a viable career path had I

know that they were probably all up

there performing for a month at

Edinburgh and hemorrhaging money and not

filling out the venues every night it's

like a really really difficult career

path uh for the vast majority of

comedians but like I was kind of young

and dirty eyed and just saw you know the

the the incredible aspect of it which is

um you know the other thing that appeals

to me about comedy which is that it's a

way of doing something that isn't a real

job and isn't sat in an office doing

something that to me would be kind of

mind crushingly boring it's a creative

Pursuit which I think I would always

have been gravitating towards was there

not a lot of influences in your life

telling you that comedy is not a real

job like I remember yeah a lot who those

influences and what were they saying and

why didn't you listen

um well so at school I was always

talking about trying to do stuff off my

own bat and do sketches and

um taking a show to Edinburgh was my

idea and the school were very anti that

at the time and the Drama teacher

thought it was a waste of time

my parents were very very keen that I

didn't necessarily pursue

um a career in the like Arts I think

because my dad was an agent and he'd

looked after loads of really successful

actors but he'd also looked after a load

of actors that had been out of work and

had really struggled and my mum had had

a career as an actor that hadn't

necessarily given her the Fulfillment

that I think she'd wanted it too and you

know she'd had some sort of bit Parts on

television and then had to give it up

and so they were very aware that you

know that it was a very very competitive

industry and so they were very keen that

I made sure that I focus on my studies

and have something to fall back on if I

were to not make it in uh you know the

Arts I mean it was a little ill thought

through because

the other passions that I had were

things like art and so I ended up going

to University to study history of art

which I didn't necessarily think is you

know of of Industries to fall back on

like art history is not the most

transferable skill and then also by

pushing me away from you know going to

drama school or becoming an actor which

would have been the other thing that I

would have wanted to do at that age I I

was so frustrated that I wasn't able to

do that that I went and I did the degree

and then I was like well I need to

perform in some way oh my God I could do

stand-up and they'll have no control

over that so then I started doing

stand-up as my side hustle uh and you

know they pushed me into comedy which

again is like a really really

competitive industry and

um you know

if they'd wanted me to become a lawyer

or a banker which they always claim that

they did they went about it completely

the wrong way

in hindsight hindsight's such a

wonderful thing what do you think

if if you could reverse the clocks now

and you could be Jack's parents and you

could make the decision for Jack at that

age that really pivotal age what he did

next

in the with the intention of

accelerating his career his happiness

his his talent what what should and what

would you do as Jack's parents in

hindsight oh I don't know I'd push him

towards drama school no no I I think

they probably they did probably play it

right it was the weird thing in a

roundabout way it all sort of worked out

okay

um and I don't like don't begrudge them

for any of those decisions

um and they were which people are always

surprised to hear it's like well they're

not surprised to hear it now because

people have seen my relationship with my

family and you know we have a I I call

it I call it a travel log but some

people have pointed out it is also

almost like a reality television show

where like the Posh Kardashians and so

people have been exposed to my family

and can see that you know we have an

unusual relationship but we are very

close but people are always surprised to

hear that it was always the case even

when I was you know away at boarding

school we still have had like a really

good connection I in fact always say

that going to boarding school was

probably quite helpful to my

relationship with my parents if anyone

has seen my father he's he's quite he's

better in small doses and I think having

that distance from him was probably very

healthy and is why we had such a good

relationship

um so yeah there's a lot of things where

at the time I was like oh God why are

you doing this and I I mean when they

sent me to boarding school I was I was

so upset I was like I do not want to go

I'm happy with my friends I want to stay

in in London with them at this school

and I was really struggling at that

school and I wasn't coming out of my

shell and I hadn't found you know any of

my kind of passions or interests and

there was no one cultivating any of them

and so they looked at that and thought

we need to

do something and make change and they

found this school

in Oxford which I went around and they

met lots of teachers and it had a far

more kind of like

um

it I don't know it had like an eccentric

feel it felt like a better fit for me

but it was a boarding school and so they

took me out of the school that I was

struggling in and sent me to that

boarding school and I remember being oh

my God I was so upset I was like no

please like honestly Daddy I don't want

to go and he said to me at the time he

was like look it's fine if you go then

you don't like it you can come back

after a term and I promise you if you

turn around and you tell me that then

you can come out and go back to the

school that you're in London I was like

okay well that's you know something that

I can hold on to and I remember that

really helped get through the first

um home away and then I asked him

subsequently many years later I was like

you know when he said that it really

helped he's like I had no intention of

doing that even if you had been very

upset you were there for the year I'd

got you in it had been very hard to get

you in there and you were staying

whether you liked them or not and I

didn't know whether that's him sort of

slightly being a

nuisance but there may have been some

truth to it didn't you around like 11 or

something auditioned to be Harry Potter

yeah that's crazy yeah I did a bit of

child acting again just because I was

sort of adjacent to that world and I saw

you know my dad in that industry and my

mom and my mum was still acting back

then I was so enamored of it so as a kid

I did want to do it and you know

I had a few uh sort of

quite a low level

um acting jobs as a child with like

single lines in TV shows I got dubbed in

one

because I couldn't deliver the line

properly I had one line which was uh

it's not a monster it's a rabbit and and

I and the day just developed a speech

impediments on another Monsters the

rabbit and when it actually went out

they'd redubbed me so it was another

child's voice coming out of my mouth so

I'd had that job and then I'd had one

other job where I had no lines I had

another job that I got and and I swear

this is true but I I'd have to I can't

remember exactly how it happened but I I

got like demoted I got cast in a part

which was like quite a good speaking

role and then like on the day all of a

sudden I was it was Goodbye Mr Chips

with Martin clunes and all of a sudden I

was like at the back of the class and

had no lines and I can't

for the life of me understand how that

happened I mean I was very young at the

time maybe I was just so terrible they

saw me in the rehearsal and thought nah

you're now

um out of shot right at the back

um and then Harry Potter yeah so that

was around the time that obviously

I was doing these little acting roles

and then there was this audition of

Harry Potter and they did an open

casting at my school they came with a

casting director to to kind of audition

loads of kids and they were doing it

around the country and there was a lot

of like uh excitement about this because

obviously the book was so popular

um and I remember calling my dad and

saying they're doing this open casting

and I'm gonna enter myself into it and

he was like oh no that's a complete

waste of time I was like what do you

mean it's like well they never cast

anyone of these open castings it'll be

some casting director's assistant

assistant uh you know it's it's a

complete waste of time if you genuinely

want to audition for Harry Potter I will

get you in front of the casting director

so he drove down to Oxford took me out

of school for the day got me down to

London through some connections of his

managed to get me an audition with the

casting director of Harry Potter uh I

went in to the

um

casting room and completely tank the

audition because I was not a very good

actor as a child as is proven by the

track record up until that point I also

hadn't read the book

um because I've just never been a great

reader and uh I'd read like the first

couple of chapters and then got bored

and I didn't have any knowledge of the

the plot of Harry Potter and that was

exposed in the audition as well and so

it was about as bad as an audition could

go and I came out and I looked and it

was like yeah I don't think you need to

worry about it

about that one and then the I think the

nice heartwarming end to this story my

dad having been you know

outrageous in his behavior and the the

nepotism being out of control in the

open casting uh they cast Emma Watson as

Hermione and she did get cast from just

uh entering through the correct channels

and not calling up her dad and asking

him to get her in front of the casting

director and she had that wonderful

life-changing opportunity which she

earned and that's the way that it should

be

look at all of that and I go that that

phase of your life it doesn't seem like

there was a ton of

self-belief

because you've got your dad sort of

chiming in at parts

saying subtly saying the odds aren't

good son

indirectly and then you know the the

being sent to the back of the classroom

in the acting thing you do subtle knocks

yeah does that stay with you as you go

into comedy and is that an accurate

assessment of how you were feeling at

that point yeah I definitely was not

very

um confident at that age

um and I was quite I was quite odd and

eccentric and in the right company and

in a safe environment and around my kind

of family I think I was a little bit

more confident but at school I certainly

wasn't I was very awkward like very like

unfortunate looking child as well I had

huge buck teeth

um and glasses and like a cowlick and

you see photographs of me from then and

you look like a kid that would not have

a lot of confidence and then had the

like you know

massive braces in my face for for a long

period of my childhood and that may you

know that there was definitely a lack of

confidence because of that and you know

the various knockbacks and

and then realizing oh I quite like

acting and Performing and you know for

for years I would audition for all of

these school plays

and I would never get cast in anything

and

so that didn't help

and and also you know I guess

wanting my my dad's approval which I

always did you know right from the

get-go and and definitely not receiving

it like that

it did it dented my confidence but it

also made me like I don't know I think

it gave me a kind of resolve that I

would I would one day

achieve it and I would make him proud

and uh you know because he'd been sort

of dismissive or you don't want to

become an actor and you're never going

to become an actor that made me want to

do it even more and be like oh no I I

really think I can do this

um

and then with the comedy thing the other

aspect is that he was and Remains the

hardest person to crack ever like he

doesn't love anything and you know I I I

I do have that like overriding memory

that

as a kid like I always was desperate to

try and make him laugh and to to like

crack him and to just if I could get him

to laugh like that felt like such an

achievement and even to this day you

know like when it comes to do shows or

if I'm doing things with him like he's a

really hard like tough crowd he's got as

you've seen like a real

I mean resting [ __ ] faces the kids are

calling it and uh yeah if I can even get

like a smile from him it transports me

back to being you know 12 or 13 years

old and having that same thing of I

really want to make him laugh this has

he had any sort of acting qualifications

or anything because when I saw him on

Chatty Man yeah with you

um I was thinking God he's an

unbelievable actor

he's an unbelievable actor like he's

you're right just a steel face yeah yeah

no he's had no training at all but I

guess just because he does so so little

and and gives away so little that I

don't know that almost feels like it's

performative and maybe it is

to an extent but no he's yeah he's had

absolutely no training whatsoever

for you go off and you do the you go up

to Edinburgh you see that that's a big

inspiration for you

what happens next

how did you go from there to

doing shows and climbing up the comedic

ladder very very quickly

so then I yeah I went to Edinburgh with

a Sketcher with two of my friends from

school and we did it um at the Pleasants

and we did a month in this tiny room

that's now a disabled toilet that's how

small it was

um and

there was like you know 10 seats and US

performing this sketch show we had no

idea what we were doing it was all kind

of cobbled together sketches that we'd

copied from not the nine o'clock news

and League of gentlemen and

got terrible reviews

but

um

in the middle of it I came out and did

stand up and I'd never done stand up

before and I thought that stand up was

just something that you could do I'd

never done a gig I literally just walked

out in the middle of this sketch show

and did 10 minutes of stand up

um

it was described by One reviewer as Jack

Whitehall appears on stage in the middle

of the show and does an impression of

what he thinks the stand-up is

and that is a pretty fair assessment of

what it was but

um a guy called Ben cavey who uh was a

producer at the time came to that show

and saw me and saw that there was

I had some promise or it was something

that he recognized in me that he thought

you know I had some potential and so

I then uh went and met with him when I

was down in London he worked for Tiger

aspect to a great production company

made Mr Bean Catherine Tate Benidorm all

of these shows and

with him I started developing

um he asked me to uh do tour support for

uh horn and Corden uh when James Corden

and Matt horn were doing their double

act around the time of Gavin and Stacy

because he was working on a show with

them and he said oh there's this guy who

I saw

at Edinburgh he's really funny he's very

new very young uh you're doing these

warm-up shows of your sketch show you

should get him to come out and uh he

could do some stand-up before you go on

and so I did support for them and that's

how I met James and how I met Matt who

would end up being in my sitcom and

James and Matt were kind of quite

instrumental in me getting my first

television gig as well

so uh they um

they did a big brother's big mouth and

they were like the guest hosts on that

and they were meant to do a whole series

and they had to pull out and because

they'd seen me do stand up for them as

their warm-up hacked James like was very

good at kind of you know speaking to

whatever the person was at Channel 4 and

saying oh you know you should get to

host this show is Jack

um and so yeah I ended up doing like

live TV hosting Big Brother's Big Mouth

which was the show that kind of had

created Russell Brand and I was

I was 18 or 19 19. I was I was young and

very very very inexperienced like my

comic Persona was

you know all over the shop because I

hadn't like found my voice yet and I was

already on TV I got definitely got

catapulted onto television far too

quickly like I always say this like you

look at like Mickey Flanagan or John

bishop or any of the kind of like really

established comedians when they break

and they become TV stars they've been

doing it for 10 years and they've honed

their act and they know exactly who they

are and you get like the finished

article when I was put on TV I was like

still basically an open mic comedian

almost I mean I'd done paid gigs but I

was still like going on and talking in a

mockney accent because I hadn't worked

out what like like that I could be

myself on stage I was so terrified to to

go up onto a stand-up comedy stage and

talk in my voice because I was like

they're all Gonna Hate Me No One's Gonna

want so like listen to some public

school by waffling on so I'm gonna have

to disguise that and I'm going to go on

and I'm going to talk like Danny Dyer

and so for the first couple of years of

my like stand up where I do that and all

these other comedians afterwards they

would be like oh yeah well you've got

some great stage presents but

you just you haven't found your voice

yet and I was like oh well could you

could you tell me what my voice is and

they're like that's not really how it

works you need to find your voice and

you'll go on a journey I was like just

cut the Yoda crap like just what is my

voice and I found it so frustrating but

that is a process that you have to go

through as a comedian you need to find

your voice and my problem was when I was

trying to find my voice

I I didn't even know who I was as a

person back then I was 18 19 years old

like I'm like at that age like I didn't

think you've like formulated who you are

and so I was in this kind of weird like

period of flux where I was trying all

these different comic personas I settled

on this one that was like basically a

kind of

like a homage to Russell Brand

it was so inauthentic it wasn't who I

was but you know it gave me a kind of a

little bit of a

I guess a little bit of an armor that I

was hiding behind a kind of character

almost

and it gave me some confidence and so I

was I was I was in that kind of like

period of my

um like development when all of a sudden

I was doing like live television for the

first time and I watch some of the

footage back of me from those early days

and I want to hide behind the sofa it's

so cringe I've got this big shock of

like electric hair I'm wearing the

skinny jeans I look like I've just

fallen out of the Holy arms and I'm

talking in a way that just Bears no

correlation to like who I am it was it

was it's very strange

do you know do not have imposter

syndrome around at all

because you know you come in at 19 20

years old to an industry full of you

know veterans and people that look like

they know what they're doing yeah

because they're playing a good job of

like no knowing what they're doing do

you feel that at that young age

yeah I think I did feel a little bit of

that

um

but

yeah I think I I was just probably

I don't know it's so ambitious that

uh I went into those dressing rooms and

even though I was kind of in awe of a

lot of these people again I was just

like well I really want to kind of prove

myself and every time I had a bad gig

you know it always my takeaway would be

well I need to just like get better then

and I will get better and I know I can

get better

um

and I and I yeah I think I had quite a

lot of resilience

uh

I was naive but then I obviously

probably helped get through some gigs

that if I'd been a little bit older I

would have been like why the hell am I

doing this and also you know obviously

it I mean it helped very much that I

come from a background of privilege and

that I was

you know wasn't having to support a

family or pay a mortgage and I could

kind of

pursue this Fool's Erin for a bit

what's a what's a bad gig you know for

for someone like you what does that feel

like what does it look like

um I think

and I've had so many bad gigs

back in the day it was going and doing

10 minutes in a pub

and Performing to

20 people you're set up to fail really

because it's never going to be a Stormer

because the environment is not conducive

to Comedy because you're in a noisy Pub

fighting against a

you know fruit machine and

some of the people are on their phones

some of the people are sort of half

listening to you

has like a tinny microphone terrible

sound system

uh and you're going on like 10th on the

bill and everyone's a bit drunk and

you're never gonna kill that gig and

then you will go out and you do 10

minutes of your material

and

it like barely raises the titter and

then you've got to get on a train and

go back to London and

be in your own thoughts for two hours

like that's

pretty soul-crushing

but I don't know why I don't know why I

like and there were a lot of those at

the beginning I think probably because I

was like still at that point I was

living in Manchester with all of my

mates in a student house and having like

a great time didn't have many worries in

the world

because it was 18 19 and I was going off

and doing these gigs and sometimes they

go well and sometimes

I would crash and burn but

I don't know it just didn't like I

didn't I didn't feel the pressure that

that's what was so

amazing about that period of my life is

that I just don't remember feeling any

pressure and now if I tank a gig or I go

out and you know mess up the Brit Awards

I do feel the pressure and I do feel the

anxiety of it all and I and I didn't

have as much professional anxiety back

then

because I was sort of on a relatively

upward trajectory

um and

you know

it all felt so

full of possibility I just think I was

sort of unburdened by all of the kind of

anxieties that I would have now as a

comedian and a performer

reminds me of my conversation with Louis

Capaldi he told me about singing in pubs

in Scotland and like no one was really

listening yeah he almost talks about it

as if he would prefer to go back and do

that now because it because there's no

Arenas there's no expectations there's

no pressure and I actually think he said

on the podcast I think he said like I

just want to sing in a pub in Scotland

yeah

um

your success and his success have meant

that that's

you know that's I would say not it's

certainly possible yeah but even if you

were announced it as being in a pub

expectation would show up yeah yeah and

I and I do and I and I and I connected

with his documentary in in that aspect

when I watched it and saw like him

articulate some of those elements

because that is it is so true and

you know

you yeah you do a show now and you're

putting it on in an arena and like the

level of expectation is so much higher

and you've got to shift you know a huge

amount of tickets there's going to be

reviewers there you've got to entertain

like a vast crowd if it goes wrong like

that's a news event

and back then

there was none of that like I'd die in a

pub

you know

if Jack Whitehall crashes and burns in

the middle of an empty forest does he

make a sound

and my forest was a pub in Preston does

that make does that make it less fun

is there like a I enjoyed it in a really

in a way in a way and I still do to an

extent when I'm like maybe more so now

like when I'm working it through there

is like a

say the masochistic thing that quite

enjoys like the the tricky gigs and

like working out why why it hasn't

worked and what I need to do to to get

it to work like I do but I mean the

pressure now does that make it less fun

oh the pressure sorry yes um because

you've used the word professional

anxieties a few times yeah yeah I mean

that element of it does for sure and I

don't remember feeling that when I was

in my kind of early 20s but all of a

sudden

they sort of creep up on you and you're

you're in your own thoughts a lot more

um and

constantly like

like I don't know

just thinking about

uh

about like I just for me it's like worry

that it will all go away and like that's

that's always like the the kind of the

great the greatest fear is that it's

just going to stop and and I and I've

loved doing it but yeah there are there

are lots of other added pressures that

weren't existent when I started doing it

and I I look back on it and uh yeah do

kind of like miss that headspace

a lot of people can relate to that I

that fear of

um worrying that it'll all go away even

you know people that have climbed the

corporate ladder they've gotten to a

certain position and I've seen it a lot

of times with some of my friends and

even in some of my companies where

people will say to me that they're just

trying to kind of hang on to where they

are yeah and when you have that mindset

it can it can it seems like it can be

quite

unenjoyable because there's that

constant sort of as you describe anxiety

[Music]

um

but also I I'm not sure if everyone does

their best work when they're kind of

hanging on because there's there's not

this sort of mental freedom to fully

Express or to relax or take time off so

I'm not sure if we do our best work

it is that is that what you're saying

you feel like you're you have a constant

worry that everything you've built might

someday change and I guess the more

important question is where do you know

where that's come from in you

the idea that it could just

no I mean I don't know I don't know

where it comes from but and and if I

don't know

and I do and it's not like a cancer

culture thing of me going oh look I'm

worried I'm going to say something and

then all of a sudden like I'm gonna get

canceled and then I'm never going to be

able to do shows again it doesn't it's

not even like

linked to that although obviously there

is like a small chance that that could

happen I don't I didn't necessarily feel

like uh

I push the boundaries in such a way that

that feels likely but

yeah I don't know how I've I've allowed

that to sort of creep up on me

um

and I think I think the the the key to

not uh allowing that to consume you is

to sort of

just try to refocus your mind on like

what's important and you know

ultimately some of the things that are

you know the concerns that like build up

as professional anxieties ultimately

aren't as important as long as you do it

like ultimately as long as I'm still

doing stand-up and still doing what I

love and still getting to you know act

and perform it doesn't necessarily

matter

you know how how I'm doing that I'm

doing what I love and and that should be

enough and and then also just like

refocusing my energies on like my work

life balance and focusing on what's

important my relationship

family those are the things that make me

happy and as long as those are working

then I think I will feel fulfilled

um and so

I think it's

yeah it's how like frame that in in my

head even from doing this because I'm

not a journalist or in fact I didn't go

to a podcast school or whatever yeah I

still sit here and go how the [ __ ] is

this

still a thing like how are people still

listening to this we admitted I mean

Jack did Productions beforehand but you

jack you've never done anything like

this before have you I've never done

anything like this before so it's all a

little bit what the [ __ ] is going on

here just kidding yeah and hopefully

nobody notices us

that's like almost the feeling because

you almost assume that all of your

competitors or other people that are

doing it in your space they have some

certificate yeah it's like giving them

the right yeah yeah and a rule book that

we're that we're not privy to yeah um

can you relate to any of that that

feeling that like yeah you know I mean

there is yeah and there is no kind of

like playbook for it is is there like

with a career and with

you know

with all of it so I I like

the worst thing you can do is start like

comparing yourself to other people and

like thinking about that too much as

well and

I mean so so many times I'm just like

why don't I just delete all social media

from my phone I think I would be such a

good thing for my like mental well-being

I just haven't quite brought myself to

do it yet but maybe that's something

that I should try that it's just like

the worrying about stuff that is not

worth worrying about it's like I wish I

want to get better at that I really want

to like work at that what impact does

that have on you

that I'm not present when I should be

present I think that's that's where I

feel it it is most frustrating in my

life is when I'm worrying about

[ __ ] nonsense that doesn't need to be

consuming me and I'm not present with

friends and family and uh people that I

need to like give more of myself to

what's an example of something that

might consume you like a little troll

online or like a review or I mean yeah I

mean that can it can take me out for a

couple of days uh like rejection uh

professional rejection not getting a

part in something uh a bad review things

like that and then for a couple of days

I'll sort of be spinning out and then

you know I'll catch myself doing it and

be like what am I doing I don't need to

do that I have more Sensitivity I think

than I

sort of let on I've always sort of build

myself as being quite resilient and

thick-skinned which I am to a degree but

I think there are things in elements

where I am a little bit more sensitive

and vulnerable than

than I uh than I tell people you and me

both

yeah you and me both and I think

obviously in different jobs that I've

had I've had to be I've been the CEO of

the companies so you kind of learn to

put up a

everything's fine yeah but some you can

be behind the scenes like spinning out a

little bit for a couple of days based on

something when you say spinning out what

does that if I'm Roxy yeah your

wonderful partner yeah what would Roxy

observe when Jack is spinning out that

I'm in a sort of weird Fugue State

because I'm also one of those people

that's just like I'm a barrier I don't

articulate a lot of uh of these emotions

and I and I do and I definitely I don't

know whether it's because of my

background or my upbringing but I'm

someone that doesn't really want to

burden people with them I feel like as

well as a comedian as a funny person

again I like I feel like I'm letting

people down if I'm like a Debbie Downer

and talking about stuff that uh is gonna

you know

kill the mood I just I don't like

conflict I I don't like uh

to depress people so I think I sort of I

like yeah

bury it all

put on a brave face and then

um yeah just maybe not quite myself so

you probably wouldn't even realize it

was going on but I think for rocks it's

it's hard because yeah sometimes I'm

just like a little bit away with the

fairies but that's because I'm having

this like

internal dialogue is everything gonna be

okay oh my God they hate me no no you're

gonna be fine and that's all going on

and I'm like yeah yeah fine yeah someone

said to me once they said the people

that care most about the Applause which

tends to be like performers and

Comedians and stuff also care the most

about the booze yeah do you think that's

accurate yeah like it's not possible

just to care about one side of that

Spectrum you can't just care about the

Applause and then say oh please don't

matter I don't care I'm invincible

yeah yeah no definitely it's definitely

yeah it's definitely feedback and

you know like

audiences that upset me or online trolls

I mean I do consume quite a lot of that

if I if I'm brutally honest with myself

I'll probably consume more of it than I

should

um and read it and and again I'm like I

think it's fine I think it sort of

bounces off me but maybe it does

everything that's not me as much and I'm

like it's all stored away somewhere

um

you know

it's good but I don't know I also like

part of me and I I'm not encouraging

people to troll me online I'm like there

is a good it's good to like keep your

ego in check as well I do like like

constructive criticism as well I think

is very useful and like some feedback

because if you didn't have any of that

and you were just like you you just went

on the reaction to the audiences of paid

punches that have come to see you

and clearly I like onside and it's like

a home geek because they're you know

fans of userable ticket to you and that

was your only like

interaction and that was where you kind

of garnered what like

your relationship with the public was

you would think you were just like the

Messiah so it's quite good to be

reminded yeah there are some people that

find you a bit much and but has their

feedback those people those trials has

it made you a better comedian

um I mean every now and again I get

quite good like

you know joke from something that

someone said oh okay no I don't think

it's maybe a better comedian woman but

someone calls it says on Twitter that my

new hairstyle looks like a Tesco's value

Richard Hammond I'm like

[Laughter]

those are quite rare normally it's like

why is this Posh [ __ ] on television

every time I turn it on

no I can't one

when you when you bury stuff though like

a seed it kind of grows I always always

think this and I think it certainly

changes us over time all the things we

have buried like even if we don't ever

express it or whatever I feel like it

kind of just infects our character a

little bit yeah that's certainly what's

happened to me for sure for sure yeah

just over time I think slowly the things

that I've like buried or ignored they

kind of just

weigh me down a little bit and you might

become a little bit snappier or a little

bit you know more impatient or negative

about the world or whatever

is that the case with you yeah I think

for me the main way it it affects me is

is like it's like a photo it is

ultimately just like a focused thing

it's like focusing on it it makes me

focus on the wrong things and that's the

thing that I struggle with most of my

life is my like

is work-life balance I think I'm

terrible at work life balance and I

always have been because I started when

I was 17 and I just didn't stop and so I

used to hate going on holidays I was

like on a holiday it's a complete waste

of time and I would I remember like

calling my agent and my dad from

a beach somewhere going I can't wait to

get home and I've always had that like

weird attitude

um to like work and wanting to work work

work work work work and and I'm I'm

about to have quite a big life event and

I think that will what life event Jack

I'm about to have a baby which I'm like

I'm so excited about and also I'm just

like the thing that I pray that it does

is just completely like shifts my focus

and and I'm so excited to have

this little being in the world that is

more important than anything else I

think that's going to be such a healthy

thing and I know that's not necessarily

the reason to have a child I probably

should have worked through some of these

things before the baby arrived but like

that's an element of it that for some

people might be quite daunting but I

think that's going to be amazing and I'm

really really excited and I can't wait

to be a dad and I'm like it just it's

just really really cannot wait to like

sort of step up to the plate and and and

try to be the best dad that I can be and

have that as my focus and and when I'm

focused on that and or thinking about

all the other stuff I think it's gonna

just be great maybe that's quite a glass

half full

well yeah it sounds like a conversation

that I've been having with myself but

also with my partner where I've said to

her because she's scared that I'm I

might just keep working yeah I think she

asks me once every month she goes are

you gonna be like this when we have kids

together yeah I'll go no no I'll change

yeah when

the baby comes I will be different yeah

I'll I'll just cancel stuff I'll say no

to everything yeah I know I'm having all

of these conversations

um yeah but I've always said you don't

know yeah you don't know what will

happen none of us have ever experienced

that feeling that some of our friends

I'm sure have explained to where your

priorities shift upon the arrival of

this

Arsenal maybe well you know baby Arsenal

work do you think I've asked a few

people this because when I meet someone

that describes themselves as being a bit

of a workaholic

I wonder where they drew whether they

are driven or whether they are being

dragged which which resonates more with

you do you think you're driven or do you

think you're being dragged I think I'm

driven

I think I'm if yeah I'm driven I think

it would be quite helpful to be dragged

back a bit sometimes I definitely think

it would be good

because I have this weird career where I

I act and I write and I do stand up

as well it's very easy to fill

my entire diary all the time

um

and if I look at it like in a couple of

months I'm like I'm not doing anything

there you know I was meant to be filming

a movie then and it's been delayed now

and I've got two months I was like well

I need to do stand up and I'm going to

write a script and uh I'm gonna produce

as well and I have a production company

so I'm constantly developing things and

I just like and that all comes from me

that's not people going oh Jack can we

we've got this Gap can we do this now

it's me going we can do this now and we

can feel this now and we can develop

that and I can write this and and I cram

so much stuff into you know my schedule

uh and I think again like you know

professionally it might be better to to

take a beat sometimes and prioritize

like taking some time off as well and

having a little bit of headspace I mean

the pandemic is weirdly a time when we

were forced to do that and I found found

it very helpful creatively to to not be

working all the time and and this

stand-up tour I've had longer to prepare

for it than I've ever had and I've had

way more

kind of headspace and space to like like

live my life a bit which is so important

when you're creating and you're writing

especially when you're trying to you

know write personal material you need to

live your life you can't be working all

the time because then all of your

experiences are going to be professional

ones no one wants to go and watch

stand-up comedians had a load of jokes

about what it's like

being on set and like

anecdotes about like uh you know uh

script reads and whatever like that's

not interesting comedy material for

anyone and fame as well I don't think is

necessarily always the best uh kind of

you know source of

relatable stand-up so I think it's

really important as a comedian to have

that time to go and like live your life

and build up some experiences and and

find inspiration as it naturally occurs

rather than trying to force it and on a

personal level

um that that conversation about

work-life balance and giving yourself

some time and not just cramming

everything into the calendar what are

the consequences of you

not being balanced as it relates to your

personal life

though I think yeah I I I seem to sort

of that's the perennial mistake that I

make is

overworking not prioritizing

friends and family and

and then having to sort of make up for

it and I don't want to always be making

up for it

um

and I think I'm quite good at making up

for it and uh

you know

I then put a lot of pressure on myself

oh I've got to like see all of these

people and and make sure that I cram in

a load of

social situations and

sneaking a little holiday there and and

that and I wish I didn't have that

approach because

then Everything feels rushed and I'd

prefer it not to feel as rushed I'd

prefer to

yeah just uh

bit like it's all gonna be fun when the

baby comes it's all gonna jump

how are you feeling overnight how are

you honestly feeling about about you

know Roxy's sort of five months

um pregnant now how are you honestly

feeling about becoming a dad

I'm feeling

excited it's hard it's a weird one

because like

sometimes it feels very real and then

sometimes it's just a sort of abstract

concept an idea and it feels very very

surreal

um

and it sort of flips between

both of those things on almost like a

daily basis uh and sometimes I've

feel quite overwhelmed with thinking

about it other times I'm like

like barely engaged to it at all because

I'm so distracted with other things and

so it's a really weird emotional place

to be in right now like this sort of

run-up to having a kid and and I've

spoken to lots of friends that have been

in this period as well and a lot of them

have said that that's quite normal as

well but you know again there's sort of

no right way to be feeling at any one

time

um

and uh you know

you're thinking about her and and

looking after her she's had some like

health issues as well and so we've had a

bit of a journey to get here and and so

there's it's it's quite it's quite a

scary period as well like that I know

I'm just really looking forward to the

moment when the baby was born and then

I mean I say that like then and then you

can relax no it's then

like 18 18 years and so it doesn't stop

then

um again like maybe I've just framed it

in in quite a

a positive way uh but yeah

I'm I don't know I am I'm ex I'm excited

about being a dad because I never

thought that I would get to it this

early either I honestly because my dad

was you know

50 nearly 50 when he had me he really he

was 50. I've made that my mouth is right

yeah he was nearly 50 and so I was like

well I'll be an old dad you know I'll

you know live my best life and then when

I get to 50 then I'll just pop out a

couple of kids be great

um

and honest and always thought that that

was the case uh

and then ultimately

started looking at friends and seeing

how happy they were and my sister with

her niece and my niece not Honey's my

sister and my niece and thinking oh you

know what maybe I maybe I do want that

and

and then like began to really like yearn

for it and I was lucky that I met Roxy

he was just the right person and my

person and we felt like we were both

ready and so yeah

um

it it's it's a I think people will be

surprised when they find out that I'm a

lot of people were with friends and

family when I told them I think because

they just didn't think that I was

necessarily ready for it which again

like in my weird mentality just makes me

go I wanted to prove you I'm gonna show

you how I'm gonna be the best start over

so is there a

fear because I think if I'm being

completely honest with myself and I

don't think I've said this before when I

think about the prospect of having a

child which is again something that I

really want to do and I see myself as

having four kids and I also see myself

as hopefully being a really attentive

present father

there is a little bit of a thing in my

head that goes you don't have any time

as it is still yeah so something's gonna

have to give

and it's gonna be your career in some

respect like there's going to be some

element of reduction in your career and

maybe that's okay but

if I think about it practically I'm

already using all 24 hours in a day yeah

so where's it going to come from yeah

that's definitely a thought across is my

mind and

being realistic about it as well and not

it's not something that you can like

just like

you're not going to want to like just

schedule it in or I can do a little bit

of family time here and then I'll go and

uh do some uh you know tour dates in

Australia or like I think yeah it's that

that's gonna need to be like a

significant

moment of

like change because I'm not going to

want to work in the same way that I've

worked

that's why this like yeah this last year

has felt a little bit like

I don't know like in in my head I am

definitely like mentally prepared for

that I was like the baby is coming in

September I'm gonna have it's gonna be

really there I'm gonna do a tour and

then I'm and then I'm gonna I don't

wanna be having a tour sort of like

hanging over me I wanted you to do it

now and um

weirdly a lot of the comedians that I'm

friends with I was like yes I'm doing a

tour and then having a baby in September

was like you're gonna regret putting

that tour in then you're gonna yeah

because then when the baby's like two

that's when you don't notice a lot of

comedians start getting out on tour

because they want to get out the house

if you look at all of them yeah they do

I won't have that excuse the tool will

be done and then you'll be at home for

two years changing nappies you excited

about that yes I am and I actually yeah

I'm genuinely happy I'm very excited to

do that and to like

roll up my thieves and

get involved and

be a Hands-On dad

and now I'm regretting putting this on

camera because she's gonna have that

clipped up you remember when you said

this to Stephen

upstairs now there's a poonami that

needs attending to yeah I was just

saying that

for the sake of the podcast

and you've got this tour coming up

called settle down yeah

you're doing a lot of dates in a lot of

places yeah

how many dates are you doing jack I'm

doing I would say

at the time of recording maybe 40 50

dates they keep getting added and so

it's hard to keep count and I actually

in my head mentally it would be quite

good to just think of it as being 40

because that sounds quite manageable but

it may be a few more now how are you

honestly feeling about it give me all

the emotions uh weirdly I'm actually

kind of

excited for it to just start and to just

be doing it

um

the bit that's a bit of a slog is is the

sort of build up to it and the writing

of it and the getting it already in time

and booking all of the venues and doing

the promo and talking through the design

and you know it's a whole you know

production and it's just and it all has

to come through me

um it's quite hard to delegate when

you're you're building something like

that and so I'm really really excited to

just be then on the road doing the shows

and that's all I have to worry about

um and and I remember that I remember

this feeling before in the run-up to the

show being like I'm just desperate for

the first one to to come about so I can

then just like actually be doing it and

then when I'm on the road I love it I

try to not do too long of it all

um in terms of like

you know a lot of comics will go out for

like six months or a year and I find

I mean you know quite brewed away just

after a while I just begin to hate the

sound of my own voice and get bored of

the material and I don't know I I like

doing it in quite kind of condensed

burst and uh you know then like keeping

some kind of like momentum going and

doing a couple of shows having a day off

and a couple more shows

and and I love it I I honestly it's like

I've had a long period away from it uh

you know four years is the biggest Gap

I've had between tours and I I'm just

I'm excited to be doing it again and

they're they're like

I was talking to the I can't remember

who it was but I was talking to an actor

a successful actor it's this is about

the appeal of stand up and how you never

really get that moment no matter how big

of a movie you you make like you might

go to a Premiere and it gets a great

reaction and and that's amazing and you

have good reviews and it does great the

box office or whatever but like that

Thrill of the live experience I think

it's why so many actors want to be

musicians and end up in bands and

whatnot so they can have that like

experience and like that thing of like

going out in front of a

huge crowd and and

like having that live experience and

connection with them is like the best

thing in the world and it's so hard to

replicate that anywhere else

what's what's influenced this this show

in terms of the jokes in terms of the

humor in terms of your style

what what are the key influences or the

differences from previous tours well if

it's I call it settle down because it is

sort of about this period of my life

where I am settling down becoming a

little bit more of an adult a lot of my

comedy before and my previous tours it's

all about being the sort of man child

and that's kind of like

I guess you know on stage on this sort

of floppish man baby and

telling stories of

drunken hijinks and putting my foot in

it and generally just being a bit of a

sort of clown

and and this this show has a element of

that and an element of me being

self-aware enough to be like this is

definitely the like the last show where

I can be telling those stories and maybe

this is the last moment of my life where

I can lean into that and you know that

was the sort of

feckless

misadventure that was my 20s and now

I've entered into my 30s I've got a

mortgage and a girlfriend and a dog and

a baby on the way and I am now

you know going to be forced to settle

down whether I like it or not and so

it's about this like like this

transitional moment of my life and you

know talking about the anxieties and the

fears of that and like oh my God if I

got everything out of my system and

um you know I I don't know I so it's

it's it's a lot about that if I got

everything up but I just don't wanna and

I I'm not having a pop at him but like

maybe I haven't and then but I don't

know I was gonna say

I'll be lucky

I'd be like you know a great dad until

the kid's 18 and then I'll I'll be in

what my 50s

so I could just I'll go like if I

haven't got it all out my sister maybe

that that's what happens the kid turns

18 and I'll go from like Gary lineker to

Wayne lineker like that and I'll have

this other period when I'm in my 50s and

60s and I'm getting out and clubbing in

Ibiza to us

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um and then when I meet these people

they surprise me

obviously because they're not yeah in

Jimmy Carr's case telling like filthy

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when Jimmy Carter arrived the team texts

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God here we go but then when he came up

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thoughtful person

um

what do you think people would be if

people really knew you if people really

knew the jack that Roxy your partner

knows

what would they be most surprised about

about you versus their image of you from

TV

yeah this is something I I think about a

lot

um that kind of disparity between the

the comedian that you see on stage and

the comedian

that is there in real life

um and I think I'm relatively close to

the the person that you see on

television or the person that you watch

on stage obviously that's like a

heightened version of myself and I think

the reality is the thing that people

will find most surprising is that

sometimes I'm quite

a quiet person I'm quite introspective

um

I can be a little bit shy in some social

situations uh I think people would be

surprised at that

but then I'm also so conscious I was

like oh I don't want that to ever come

across as

me being rude or aloof and

and yeah I get a little bit of kind of

social anxiety as well I I think I

definitely drink is like a crutch

because I find it so much easier in

certain situations that are overwhelming

to have a drink and and I find I maybe

lean on that a little bit too much

um so

I think all of those aspects aren't

necessarily things that you would look

at me and think oh he's gonna have all

of that going on but

I'm also I'm aware of it so I always

feel like I don't want to be a

disappointment in real life as well to

people especially you know fans or

whatever if I meet people and they have

an expectation of me I always feel the

need to kind of you know not not let

them down I think that's why I've always

said it's like so much easier if you're

Jack D or even my dad it's like his

Persona is sort of grumpy deadpan that's

very easy to maintain in reality yeah

mine is this is like over enthusiastic

yeah clown and I'm like oh that is

that's quite a lot to to maintain all of

the time and especially if you're having

a bad day or you're tired or you know

you you to have that spark

um in your day-to-day life can be quite

tiring when you when you look back on

what got you to where you are now you're

at the top table in your game

when you look back at the components

that got you here

what are those components if you're your

son or daughter was asking you for those

components

um I would say

important elements that I have

but I I do think

um I always say this to comedians I do

think you have to build a resilience

um and

you know the ability to kind of learn

from your

mistakes and your missteps and take on

board

criticism and use it to get better uh

that's definitely an important aspect I

think recognizing

people that could be good collaborators

could be uh

helpful I've been very lucky that I've

had a lot of really really great people

around me

um that guy mentioned Ben cavey of work

with him for nearly

15 years my writing partner Freddie

I've had some really good agents

uh my dad who's been amazing and has

always kind of helped advise me and

and and finding those those kind of

people that you can sort of work with

and put around you and people as well

that will challenge you and people that

will call you out if needs be

I think if you surround yourself with

the wrong people that's a very sure-fire

way of heading off in the wrong

direction and I feel very lucky that

I've got good people around me and have

always been able to find good people to

put around me and and build good

relationships with people that are

important ultimately that's having a

good judge of character as well I think

that's a really important

um aspect

um

your work ethic is clearly one of them

yeah I think work ethic is good to have

for sure

um

although I feel yeah now maybe we can

just tone it down a little bit work

ethic is good for the kind of takeoff

but then maybe there's there's a

different speed that you can find once

you're able and yeah cruising yeah

what else though because we haven't

really talked about the creative

Brilliance in terms of what you're doing

is ultimately art at the end of the day

and

there's got to be something that's

separating your art form from others is

it in the process is it in just a

natural thing is it a muscle you've

built over time when I think about the

your the content you've crafted to go on

tour with

I know technically it is but it's always

such a hard one with comedy because I'm

like I'm thinking of some of the

routines and I'm just like Stephen I've

got a punchline about

wanking off a tram behind a wheelie bin

I mean that's not hot

but I

if we're in America right now I'd be

like yeah

We're British and I'm like oh no no but

there is no I insist there is a there's

it's a talent and it's an art it's one

that I couldn't come near when I look at

I look at with such awe because not only

are you

because it feels to me like there's such

a clear Successful Failure with every

line you deliver yeah whereas in every

other game even this podcast yeah some

things might be interesting some things

might not be but there's no there's no

instant feedback on every line that I

deliver boom boom boom boom boom

so I think it's incredibly high stakes

art and something that I could never

ever I shouldn't say never ever do I

could do it but I wouldn't do it

anywhere near one percent of what you

could do it

so when you think about why you're so

good at it

have you been able to diagnose that

people hate these questions because they

have to say nice things about themselves

no I'm yeah I mean

you're right that you can't

you can't uh

like Coast it with stand up because it

is it is it is pretty brutal that is for

sure and uh you do get immediate

feedback on every single joke that you

put out into the world uh

but I don't why why I'm any more

successful at it than anyone else

um

I don't know I mean I I don't know

whether I'm like the if I look at my

faults I'm going straight back to my

faults but I don't think I'm like the

greatest writer I think I'm a good

writer and I can come up with like good

jokes and good routines I think I'm

I'm better like I'm better at um

performing it I I don't know I think

that's

something that I've learned like I can

really sell a joke uh which is maybe

sometimes to my detriment because

you know I could

could write better routines

if it weren't but I don't need to I

don't know that makes it sound like I'm

lazy because I'm but I but I don't I I'm

really

like working the material as much as I

can to try and make it as good as it

possibly can be

um

I can I've got good really good delivery

basically I think I'm very good at

delivering uh objects do you doubt

yourself yes

I read a quote I think that answer made

that above you

some of my material can occasionally be

a bit ropey but I can bloody well sell

it

I really quote Sky News I'm still sort

of dogged by a slight sense of imposter

syndrome and the feeling that at any

point someone's going to come and tap me

on the shoulder and tell me that I need

to go on a plane and go home yes that's

it

back to telling inappropriate jokes in a

in a pub to 30 people yeah

constantly

I feel like that

especially yeah with the with the acting

and because again with the acting it

like even more so because like I didn't

go to drama school I didn't know what

I'm doing and I've been afforded the

amazing opportunity of being able to be

in some great shows and some big movies

now and again like I've tasted that in

the same way that when I had that

experience of startup I was like oh my

God this is amazing and I love this and

uh

now it's going to be really hard if

I can't do that anymore and

but how do you be happy then if there's

that constant I don't know

I wish again why could could someone

tell me no that's not how it works it's

like the voice thing again I'm like

please just say what's the answer

um but that but I I always find I do

this as well by the way

in any kind of like

um Deep dive interview and you're a

wonderful interviewer because you know

you are able to like get your uh

interviewees to open up more than they

normally would and I feel like I have

done that today but whenever I do that I

then and it normally happens in print

and it's why I stopped doing print

interviews I don't really do any print

interviews

because I'd read them back I was like oh

my God I sound so depressing it's just

like self-flagellation for three pages

and I just feel like I read it back and

I'm like is that a reflection of who I

am as a person because I don't think I'm

as

depressing as I sometimes come across

when I'm

talking about myself I think I don't

know I don't know why but when I

you know

I don't know why that is the case yeah

in print interviews I mean the reason I

try and avoid print interviews as much

as I can as well is because you get a

really narrow perspective and it's and

what I love about podcasting you're a

podcaster as well is you get it all yes

so you can see all of the yeah all of

the color and the whole picture so you

can see and that's what I love about

this especially the way we do it here

because we do we these podcasts last a

long time as you can tell yeah

um and there's really no editing at all

so it is what it is exactly and I think

actually if you

've heard our interaction written down

verbatim in print you would probably

read it back and go

that's quite a sad man yeah but then if

you watched and listened to us then

maybe you would ascertain that it's not

all doom and gloom I'm just

I get a little bit

morose when I'm being introspective I

think it's really important that

particularly the point that

even someone in your position has those

insecurities about

losing their position the self-doubt all