Jack Dorsey emphasizes the importance of taking action to propel ideas forward. He encourages entrepreneurs to stop overthinking and start creating—whether through coding, prototyping, or simply writing down ideas. He believes that by putting ideas out there, you get valuable feedback and begin the process of refinement and development. Dorsey also stresses the need to simplify complexity, drawing on his years working with Twitter and Square, where the goal was to make communication and transactions as simple as possible.
Listening to the world around you is another crucial aspect of Dorsey's approach. He emphasizes that entrepreneurs must observe and recognize opportunities, especially during times of crisis, as these often present unique opportunities for innovation. He also believes that restraint and focus are essential for success, advising against spreading oneself too thin. Dorsey's leadership philosophy includes continuously adjusting and refining the team, ensuring that everyone in the company is aligned with the mission and can contribute positively to the company's growth.
Dorsey's approach to personal and professional discipline stems from structure and storytelling. He uses "do-it-and-don't" lists to maintain focus, and daily checks to ensure he stays on track. He also emphasizes the power of storytelling, especially in product development, as it helps connect the team to a shared vision. Inspired by Steve Jobs, Dorsey stresses the importance of execution, surrounding himself with talented people, and continuously honing his skills. Ultimately, his approach is about accountability, purposeful action, and always being open to continuous growth and learning.
AI Generated·May contain errors
My goal is to simplify
Complexity you have those like shower moments or you're walking at midnight in some town in New York City
And you've got these amazing brand ideas and and then you start thinking well
I could really start doing this if only X and if I had this person or if this technology existed
I think leaders of companies have to consider themselves editors, and you constantly have to edit the team
He's an American computer programmer and entrepreneur
He's widely known as the co-founder and CEO of Twitter as well as the founder and CEO of Square
He has an estimated net worth of 1.2 billion dollars
He's Jack Dorsey and here's my take on his top 10 rules for success
Rule number one is my personal favorite and make sure to stick around all the way to the end for some special bonus clips
And as always if Jack says something that really resonates with you
Make sure to leave it in the comments and put quotes around that so other people can benefit and be inspired as well
Kind of cliched, but just do it a lot of time is spent thinking about something. Oh, yeah talking about it
but when you actually get something down either on paper or in code or
you know in front of someone that's when things start happening and
You're going to make a lot of
Mistakes the important thing is that you make decisions, and you keep moving forward
But you have to get it out there. Yeah, you have to start and you have to be
Brave enough to to take the criticism. I always go back to the punk movement of the 70s
You know people would get out. They'd be on the street
You were a teenager back then yeah, and well and they they would they would be a
They would be learning in front of people and like they get out on the street, and it's the first time with a guitar
Yeah, and you know they're learning how to play and they're getting better and better and better
Yeah, and I think it's really important to just get it down do it. Just do it
My goal is to simplify
Complexity I just want to build stuff that really simplifies our base human interaction Twitter was around
Communication and visualizing what was happening in the world in real time square
Was allowing everyone to accept the form of payment that people have in their pocket today, which is a credit card
So we've built the simplest way to accept credit cards
And it's just this little tiny device that we give away for free
And you just download some software from the App Store
And you plug it in to your mobile phone or your iPad and suddenly you can take credit cards
So if you're a tax accountant or a lawyer or a doctor or you know even a hairstylist you can now accept credit cards
It's really that the users help decide where we go
We are the curators of the technology, and we think we're pretty good at it
but
And this leads in my third lesson is you know you need to listen you need to be still
And really listen to what's going on around you mm-hmm and let that inform and let that inspire
your next steps
seems
Hard to be still and listen when you've got your you have 300 follow you're following through your people or
it's extremely hard, but yeah, I
it's really important that that you're able to
step back and
Listen to to what's going on and what patterns emerge so that you can really consider those
And move them. I think I think that's one of the strongest things you can cultivate as an entrepreneur is to
Not rely on luck, but
Cultivating and the ability to recognize fortunate situations when they're occurring
Odio was a very fortunate situation could have taken that idea
Not told it to have not told it to biz not not told it to no one and all my other
Coworkers at Odio and tried to start my own company with with that idea
But the fortunate situation was I was working with some really amazing people and we had a great team
So, of course, you know, it makes sense to start there the fortunate situation for square was that
in 2008 the end of 2008 the entire market was crashing down like all these abstractions we built upon
abstraction upon abstraction upon abstraction in the financial world
Which no single human understood we're now falling apart and suddenly we're getting back to basics back to fundamentals
Management teams were being asked to leave banks were failing, you know
People were were clarifying around like we need to start getting innovative. We need to start treating our customers
So poorly we need to start insight. We need to stop, you know, encouraging bad behavior to reap fees
like we need to really turn this whole thing around and
Anytime there's a recession or a depression. That's a great time to innovate start a company
start a project, you know do anything so
You know, we recognize we recognize that time in the same time my co-founder Jim
We you know, we contacted me. He I've known him since I was 15 years old. He was my boss when I was 15 years old and
He's like Jack. I want to talk to you
I want to I want to build an electronic car company like that's
Interesting and he was thinking about it because the car industry was failing as well
I'm like, he was like, why don't we just give these car companies to well-seasoned entrepreneurs?
Like why don't we give Ford to Steve Jobs and like, you know, that would be amazing. Yeah, it would be amazing
And like, you know GM to Ellison or like whatnot. He's like and also I want to start an electronic car company
I'm like, you know that that's ambitious
But in that moment, we decided not to start an electronic car company, but we wanted to do something together
Mm-hmm and we kept having these weekly conversations about what that thing was and I was researching a lot with finance and health care
Because I was looking at you know doing something in those spaces and in Jim
called me one day one of us scheduled meeting meetings and he said I just lost a
Glass sale. He's an artist. He sells glass and
I lost the sale because I couldn't accept a credit card and
Here he was talking on his iPhone his general-purpose computer and I was talking my iPhone
I'm like, we've got one gigahertz computer sitting in the palm of your hand, but no way to accept credit cards
He can accept $2,000 from from someone who wanted to pay him, right?
Like why is that?
so we decided that we wanted to answer that question and we did a bunch of research and I
started writing some server code and we hired a guy to write some iPhone code and
Jim built some hardware and in a month we had a
Little what it was actually quite a big device that plugged into the audio jack of your iPhone and
Could swipe a card take a payment
it would go through the merchant process and then generate a receipt with a map on it and I
Went around I showed it to a bunch of investors and they were all amazed that it could even work
So we decided to really focus on it and make it a make it a company and it really just comes down to like
Recognizing that fortunate situation and recognizing the people around you that that could help and and just owning it
The biggest thing for me on that on that path is I need to I need to draw something out and I need to get
It out of my head. I found myself very early on
thinking about something like, you know thinking about this this early idea for Twitter and
Saying to myself I could build this awesome
you know you have those like shower moments or you're walking at midnight in some town in New York City and you've got these amazing brain
ideas and
And then you start thinking well
I could really start doing this if only
X and if I had this person or if this technology existed or if this happened or this happened and
What I what I realized I was doing is I can't see making excuses for not working on it
And then the window had passed and then I couldn't do anything. So I think it's really really important
To write it out or to draw it out or to code it
But you need to get out of your head and
the reason you have to get it out of your head is you need to be able to see it on the surface that is
not in your mind and
Once you can see it and once you can step back from it, then you can also decide this is you know
This passes my filter passes my you know constraints. So maybe I can show it and share it with some other people and
Then they'll be like, you know, that's the stupidest idea ever and or you know, that's somewhat interesting
But maybe this and this and this
so the sooner you can do that, then you have a lot of momentum around it and you can, you know, really decide if you
want to
commit to it and work on it more or
put it on the shelf for a later date and
The realization that I think everyone needs to have about that latter option putting on the shelf
Is that you can come back to it and it'll it'll surface back up in another piece of work or another idea
At some point in your life
So, you know having that having that ability to close off a chapter and move on is really really important
you can't have all these open threads and and that's what I realized I was doing and
And that also encouraged me to to really write more and to really think about you know
What is what is this story? What how are people coming to this and like when I show my friends this
How are they going to react and I would write it down I would actually treat it like a play
And and and when I realized that I was writing plays I wrote I read a lot more plays
For style and for substance and for technique and I think it's you know
I think it's I think it's really good. And I think there's another company that I've always looked towards for
Inspiration and I know a number of people in this room probably have a similar company in mind, which is Apple
Apple I think is run like a theater company
it has a great sense of pacing has a great sense of story and
Has a great sense of execution and it's all about
It's all event driven. It's all stage driven the stage being a billboard of the stage being a keynote or the stage being a product launch
All of it has a very very cohesive end-to-end story
I mean you think about
What happened when Steve Jobs came back to the company the first thing he did is he killed
Every product line the company was working on
And for two years, they had no product on the market whatsoever
All they had were a bunch of posters all around the world with Steve's heroes
And I said think different and he was just focused on bringing up the brand and making people aware of the brand again
and how the brand is aligning to this particular feeling and
Story and
Then they came out with the iMac and then built built iTunes and then the iPod and they realized that wait a minute
People are carrying music on their phones now
So we better build a phone the iPhone and so this this unfolding of the plot and the epic story
Is has been very very interesting to watch especially if you look back
You know to that that time when he came back to the company, so I've learned a lot from that company
And other companies who operate in a similar fashion
Constraint is a big thing for me. And this is something that we're constantly learning that to pair as well. Hmm
It's important to say no
And it's important to be able to easily say no and there's
Many many things you can do and especially when you have a successful
Venture behind you or you're running with it
It's really important to to recognize, you know
When where you need to go where you'd like to go and and really constrain the process and keep things really simple
In my dispatch days, we I can 1999 early 2000
We we built something really cool. We loved it
And then we hired a CEO that didn't really match our personalities and didn't match our vision
and
we grew the company very very quickly and that
Really scattered the the focus of the company
So one of the things I've learned with Twitter is that you know that that singular focus that that do one thing
Yeah, and do very well
That works out. I think the biggest thing for me. I think for all startups is that it's really really easy to
Consider any higher as like
The length of the entire company
I think I think leaders of companies have to consider themselves editors and you constantly have to edit the team
You constantly have to make sure that you have the best people in and if there's any negative attribute within the team person or element
Or otherwise you have to part ways and deal with it right away. Yeah right away
I mean you have to say like this is the best thing for the company and to be fair to both of us
Like it's just not the right time for both of us it like any other relationship
Need to be able to recognize what's good and and what isn't is an optimal and and take action on it
So that's that's one thing that you know, I would
Like with Twitter like we grew very very slowly and we didn't we didn't edit the team in the in the best way
We didn't get out of the way of ourselves often enough. So that's something I would never do again
What I want to talk to you about today is a note which I called daily
So if you create a new note in your notepad or something that you check on a daily basis
This is the most important thing
name it daily and
Then write the word do
Colon and then go down a few lines and write the word don't
Colon the one thing I would ask you to do walking out of this is to every single day just for a week
Wake up to this note
Check it throughout the day and then also before you fall asleep check to make sure that you did and you didn't do everything
so what you put in each one of these is you have a list of everything that you want to do every single day and
You have a list of things that you don't want to do and the easiest way to add to the don'ts
Is to notice something that you never want to do it again
You never want to do again and you just add that to it. Very very simple
I'm just going to share some of mine. These might be a little bit personal and embarrassing, but here we are
Number one on my do list is to stay present. I
Think it's so easy to get trapped in the past
It's so easy to think about the future
The most important thing is I stay present and just reading this brings me back to the present brings me back to this moment
Number two for me is be vulnerable
Show people my mistakes show people my fears
Because they can relate because they're going through similar things
number three drink only lemon water and red wine
Great red wine is a great modifier for it
This goes with one of my don'ts which is don't drink hard liquor or beer on weekdays
number three is
Six sets of 20 squats and push-ups throughout the day. I just have to do them every day
six sets of 30 second planks
run for three miles
meditate on this list
stand up straight
Which whenever I say I always see posture moving in the audience
Say hello to everyone. I just bought a heavy bag. So I'm training with a heavy bag
So I want to spend 10 minutes with a heavy bag every day
I'm gonna do a video journal every single day and I want to get seven hours of sleep
On my don't list and again, this is one of the hardest things and a lot of these are personal
So I'm not going to read all of them
But my don't list is don't avoid eye contact
Don't be late
Don't set expectations for someone and not meet them
Don't eat sugar
I'm on the paleo diet. So don't eat wheat lentils or dairy and
Then of course don't drink hard liquor or beer on the weekdays
So this list while it sounds very very simple has been fundamental in establishing patterns for myself
And it's something that I do check every single morning
I check throughout the day and I check right before I go to bed and I make sure that I check everything off and
Go through it and I've given it to our companies
I've given it to a number of students that I've talked to as we've gone to schools and recruiting
And people have come back to me and said that this is something that works for me
It's something that's easy to do and something easy to remember
One of the most fundamental things about it that I've learned that I've taken away from it is how it gives you focus
How it gives you something that allows you to really ignore?
Everything else that's going on all the other noise to allow you to focus on what's most important
so this do and don't list for people and
Individuals in the company has translated to a do-and-don't list for our company for Square
We have a do-and-don't list. We have these are the things that we're going to do. These are the core things
These are our bold bets and these are the things we're saying no to for right now
has been fundamental in allowing us to move fast to continue to innovate and to really push the boundaries and continue and
Question and
Reset everything that we think about the organization and one of my greatest lessons
That I learned in starting and running Twitter and starting and running Square
Which is how important it is to instrument all?
Usage you have to instrument everything for the first two years of Twitter's life
We were flying blind. We had no idea what was going on with the network
We're not no idea what was going on with the system with how people were using it. We're making guesses
we're basing everything on intuition instead of having a good balance between intuition and data and
We're going down all the time because of it because we could not see what was happening
so the first thing I wrote for Square on the server was an admin dashboard and
We have a very very strong discipline within the company, which is now 72 people to log everything
To measure everything and to test everything and we treat the dashboard. We treat the analytics. We treat the data as
a product and we call it the inference team and
their job is to instrument all usage and
infer all
Action and that's something that we need
But it's also something that our users need art
When really understood is a province of every human being
It is simply a question of doing things
anything
Well, it is not an outside extra thing
When the artist is alive in any person, whatever his kind of work, maybe he becomes an inventive
searching daring
Self-expressing creature it becomes interesting to other people
He disturbs
upsets
Enlightens and he opens ways for better understanding
Where those who are not artists are trying to close the book?
He opens it
He shows there are still more pages possible
And I think that's so telling for everything that you all are about to do all the challenges you're about to face
You are going to be the ones that open the book
The world would stagnate without him and the world would be beautiful with him
For he is interesting to himself and he is interesting to others
He does not have to be a painter or sculptor to be an artist. He can work in any medium
He simply has to find the gain in the work itself
Not outside of it
One of the biggest lessons that I've learned throughout my career is how important the work is
How important not just the end product is but the actual craft doing the work inventing within the work
The work of the art student is no light matter
Few have the courage and stamina to see it through
You have to make up your mind to be alone in many ways
We like sympathy as humans and we like to be in company
It is easier than going it alone, but alone one gets gets acquainted with himself
Grows up and on not stopping with the crowd
It costs to do this if you succeed somewhat you may have to pay for it as
Well as enjoy it for the rest of your life
And that's something if you do something meaningful you are going to have to pay for it in all the work
But at the same time you will also be able to enjoy it for the rest of your life
We are not here to do what has already been done
Everyone in this room feels that we are not here to do what has already been done
Know what the old masters did know how they composed their pictures, but do not fall into the conventions they established
These conventions were right for them, and they are wonderful
They made their language you make yours
They can help you all the past can help you. I think in Silicon Valley and especially in technology
It's so easy to fall in the footsteps of others
To do what they do because you think it's the right because the right way because you think you've they've had the success and you
Can copy that success you have to find your own path?
You have to find your own footsteps an art student must be a master from the beginning
that is
He must be the master of such as he has
By being now master of such as he has there's promise that he will be a master in the future
And what I mean what he means by this is purely you have to be a master of your own tools
That mastership is not
It's not a destination. It is a process and it's constant practice that gets you there
It is not enough to have thought great things
Before doing the work we have so many ideas, but what really matters is the work to implement those ideas
now
Don't worry about the rejections
Everybody everybody that that's good has gone through it
Don't let it matter if your works are not accepted at once
The better or more personal you are the less likely they are of acceptance
Just remember that the object of painting pictures is not simply to get them in exhibition
It is all very fine to have your pictures hung, but you are painting for yourself
Not for the jury and
What's meaningful about this patent passage to me is we work so hard
to get some sort of acceptance in the world to get some sort of positive feedback and we look at others and it seems so
Fast their success. It seems like they did it in just a moment, but it takes years and years and years and patience
Marking interface is not easy on this
There's a time and place for all things. The difficulty is to use them only in their proper time
and place
There's a time and place for all things. The difficulty is to use them only in the proper time and place
With motive you will become clairvoyant of means
You will seize and command them without motive you will wobble about
This in building a team and building an organization building a company is one of the greatest lessons
You cannot do anything without a shared and common sense of purpose
If you don't have motive if you don't have purpose that is shared between everyone you will wander about
You will wobble and you will not do anything of
Infinite means you will not do anything that is timeless
The art student of these days is a pioneer
Just like all of you
The art student of today must pioneer beyond the mere matters of fact. I
Believe the great artists of the future will use fewer words
Copy fewer things
Essays will be shorter in words and longer in meaning. I love this passage
I believe the great artists of the future will use fewer words
copy fewer things
Essays will be shorter in words and longer in meaning
We must paint only what is important to us
Must not respond to outside demands. They do not know what they want or what we have to give
I think one of the most important things about what you all of you do is that you are building what you want to see
in the world
You're making the bet that other people want to see the same thing in the world
Sometimes you lose a bet sometimes you win the bet
but the most important thing is you have that passion to build for yourself because that is what's infectious and
That is what brings other people to your cause and to your team
Thank you guys so much for watching. I hope you enjoyed this video
I made it because dig VGA asked me to so if there's a famous entrepreneur that you want me to profile next
Leave in the comments below and I'll see what I can do
I'd also love to know what the jocks say that really inspired you that motivated you that made you think or question something
Leave in the comments and I'm going to join in the discussion. Thank you guys so much for watching. I believe in you
I hope you believe in yourself and whatever your one word is and I'll see you soon
How do you go about
Attracting funding and then managing your investors after you've secured it. I think the
the thing that's always worked for me is realizing that
Your your investors are
First and foremost. I always want to go to anyone that I want to work with
with something to show and
It was really important to us before we talked to any investors on the Twitter side that we actually had people using the service and
In in some at some scale and
On the square side that we actually had a working prototype a square
We had really seven merchants when we actually went to raise money
but we had a working prototype that people were actually using and
If people can't see it and feel it's very very hard to sell and I don't want to just go
And tell people this is gonna be the biggest thing ever
I want to I want to be able to show that and have them feel it and walk away
Feeling that as well. So so that's first and foremost is
Have something to show and so that they can actually feel it and start making it a part of their story
as well and feel like they have ownership over it and then second is a realization like I always kind of approach this is like
This is a this is a if we take money from someone
This is kind of like hiring someone that we can never fire. We can never get rid of right so
That means do we really want to work with this person?
is this person going to be someone that really pushes us pushes us in the way that we need to be pushed and
And you can tell that very fairly quickly in that first week of pitching square got a lot of people who?
Said you know, okay great. We don't have any questions
We'll get back to you in about 30 minutes probably with with a term sheet and I said, I don't want a term sheet
Especially if you're not asking any questions because they ask no questions during during the pitch and that means if if they're on
Our board that they're actually not going to be
all that constructive in terms of really asking the tough questions and making sure that we're
You know, we're not just in our own bubble
But they're looking outside that is the role of the board is to
it's to look outside and bring all their insight and wisdom to us so that we can help guide the guide the company and
and
That second week we got a lot of tough questions
And that's what I love because I know if I'm getting tough questions in the pitch
I'm going to get tough questions in the boardroom as well and not just the boardroom, but every week
I mean Vinod emails me once a week about have you thought about this? Are you doing this?
and you know, I know this person can I make an introduction here and
It's just very very useful
So I'm looking for someone who I just love working with and I think you you have to set a very very high bar
It's not just about money or the firm. It's about the individual that you're ultimately going to work with and
People ask me all the time like, you know, what firms would would you suggest I go pitch?
I'm like find find the people that you really want to work with in those firms
and if there's someone that that really
You know just really resonates with you and you love and you love the idea of working with them
focus on them and if it if it tests out to be to be the case great, but I
Think you have to kind of treat it as like I'm
Adding this person to my team for the biggest things
that has helped me is learning how to become a
better storyteller and the power of a story and by this I mean
If you want to build a product and you want to build a product that is relevant to folks
You need to put yourself in their shoes and you need to write a story from their side
so we
spend a lot of time writing what's called user narratives of
This user or this person is in the middle of Chicago
And they go to a coffee store in the middle of Chicago and this is the experience
They're going to have it reads like a play
It's really it's really really beautiful and if you do that story well
Then all of the prioritization all of the product all of the design and all the coordination that you need to do
With these products just falls out naturally
Because you can edit the story and everyone everyone can relate to the story from all levels of the organization engineers to operations to
support
To designers to you know the business the business side of the house
so that story is very very important for us and really constantly considering the story and what new twist and
Elements we need to add this story are a pretty big deal for us as well, and we want to
Tell an epic story we want to solve a really big
Problem we don't want to have a bunch of short stories strung together
We want one epic cohesive story that we tell the world and and both both Twitter and
Square are driving driving towards this goal
It's a number two
Good storytelling and writing stories for for the users. Who's your favorite CEO?
That you would like to your role model. I always look up to
Steve Jobs I
I know I know it's a common one, but I think that's for a reason
I think he's he's done some some amazing things. He has is a great
pacing
You know there are a lot of horror stories. Mm-hmm. He is a very opinion person
but he
Has a direction, and he knows what he wants to do and he does it
Yeah, and he makes sure that when you know he's not so good in the area
He recognizes it and he fills that area mm-hmm, and that's really important for any CEO
I think is to really recognize your weaknesses and and bring amazing people and
Bring people in that are much smarter than smarter than you know just create a creative work environment