"one of the greatest hacks for being an ambitious hard driving entrepreneur and that's why it's Kylie Jenner is nothing short of burlesque Harley Finkelstein he's the president of Shopify one of the la..."

"Polly in your own words who are you what do you do and what mission are you on I've always self-identified as an entrepreneur full stop um that's kind of the tool that I use to solve every problem in ..."

"that is a life-changing moment there's there's going to be potentially millions of people listening to this now that resonate with what you're saying they are in situations that are not serving them o..."

"they talk about self-belief and confidence as being this kind of macro force that drives people to to start and I was sat here the other day with an entrepreneur who's built multiple companies and bee..."

"girl 13 years old if you're a boy you go to these Bar Mitzvah parties and I remember seeing the DJs at these parties on stage playing I don't know cheesy music very cheesy music but I was just enthral..."

"on this podcast with Barbara Cochrane the shark over here in the US uh she said to me that her best investments she makes in entrepreneurs they tend to have some kind of underlying trauma and and that..."

"favorite poem or speech ever is this Teddy Roosevelt speech the man in the arena did you know it no I'm gonna butcher it but it's effective like it is not the critic that counts but the the man or the..."

"what's your relationship like with failure we talked a little bit about the idea of failure at the start of this conversation why people don't take the leap from that you know a miserable certain situ..."

"and Shopify puts out a lot of products we had our uh we had something called Shopify editions which happened in February where we twice a year we basically do almost like the fashion industry we do li..."

"know I had a conversation with with Toby and and and and and the team said look there is this other role and we need to bring someone in whose life's work it would be to be a great Chief Operating Off..."

"life more you see that a lot don't you when someone gets promoted to a management position and suddenly the group of friends they have are now the people that they have to manage that point of self-aw..."

"compensation and dispelling some of that frankly like the [ __ ] around the only way to be successful is to be a manager is to lead people not everyone needs to lead people some people should be a coa..."

"kind of works out I think most companies turn their employees ultimately into River Stones they say you got to be better here better there and I think instead this sort of t-shaped you've heard this s..."

"advice for an entrepreneur also when that's not an entrepreneur what do you mean by spikiness and why is it important oh so this is going to be uh a long-window way to get there but I think it's impor..."

"know Steve Jobs did that like typography class that's right and that's where we have these incredible devices in front of us that's right so it's an unobvious skill that's complementary and that's why..."

"it may have not led me to join a group of you know a handful of really smart Engineers building this crazy piece of software called Shopify 14 years ago I think this is an exceptionally un under spoke..."

"is most people start companies with people just like them yeah yeah most people start companies of people that they would have been friends with in high school I think that's a terrible idea in fact i..."

"serious negotiation I try to get to know the person on the other side of the table I try to find some common ground where both dads or both parents or both you know uh whatever we're both from the sam..."

"conversation people don't have enough because they think their hobbies are again deductive toys or games yeah yeah I totally agree yeah I mean look I mean this is what a polymath is a polymath underst..."

"Shopify and it's just a hobby there's something really really powerful in that because when we when I started this conversation I asked you why people don't take the leap and a lot of the reason why I..."

"school or you're where you have a job and this is sort of your side Hustle the amount of people shop by right now is about 10 of all e-commerce in the United States in places like Australia it's even ..."

"which is at that time because I hear this all the time from entrepreneurs it's one of again one of the barriers for them starting is well someone's already doing it there's competition and I think abo..."

"wasn't necessarily to to try to do something no one else was doing it was try to do it better and that I think is the difference between the great companies and and just the good companies that there ..."

"the initial idea had lots of other competitors in the space this was not this massive novel thing we just did it better and it's funny because a lot of those competitors we absolutely do not remember ..."

"I think a lot of companies lose out of that they pre they focus on what you know what is what is known as like Wales like who are the power users let's focus on that but we never did that we actually ..."

"right time so you are not overwhelmed and I think we are very hard on ourselves and I mean that's the right term we're hard on ourselves that we really want to continue to push the envelope here's a v..."

"test the limits of Shopify their flash sales are probably the largest flash sales across the entire internet which means they're probably the largest flash sales across all of retail and I knew that i..."

"pain they want to be copacetic and they want to continue the status quo really interesting you know I I mean my head went all over the place when you're just going through those stories because I reme..."

"you can actually build resiliency in fact I think people the most interesting people that I know that are resilient have had something happen to them that allowed them to build resilience on their own..."

"the same reason where you told me a story earlier About You Know Jack taking a photo of the of the bookshelf yeah I mean I'm not just saying because he's filming us and he's got to make me look good h..."

"a Founder there to be to have a Founder mindset I think you actually need to have if your culture is strong and people do the right thing when no one is watching and people are constantly challenging ..."

"compelling when I when I when I speak about culture I think I'm kind of using the word interchangeably with the word um in that particular case maybe the word values but let's if we think about compan..."

"Peter there was a quote from Peter Thiel where he was like you know um see what's the effect of the start should resemble a cult do you believe that it's something I've pondered because the word go is..."

"and even the fact that not every not every person needs to say to every company forever not everyone's gonna be a lifer that's okay people want to jump on the bus and or the rocket ship at different t..."

"I mean the mentorship framework that I use it's actually really simple it's that I don't think any any one particular Mentor is going to be uh you should wholesale take everything they say um Lindsay ..."

"much easier go to Reddit look on YouTube like you can literally go there's a video about bookkeeping for DJ companies there's probably a video on YouTube Somewhere go look at the comments who's engagi..."

"camera that we're using now versus a webcam of course and in terms of the characteristics of the human what what do you bet on I mean we talked about this a lot so it's going to sound repetitive but i..."

"it's easier for me to prioritize what's important in my life both professionally and personally than most people who they try to fit things in um I often don't walk into a place you know you ever meet..."

"that matters and so when when our when we first you and I first connected I knew that I would one day would love to be on your show why because like when I think about do you know the concept icky guy..."

"the life's work Spectrum I think that's why they say that as you'll know if you've listened to the last few episodes of this podcast we're now sponsored by the incredible whoop and if you're anything ..."

"go to join.woop.com CEO to get three months week membership on me and let me know how you get on quick one as you guys know we're lucky enough to have blue jeans by Verizon as a sponsor of this podcas..."

"the critique of it is you don't deserve anything by just saying something out loud that I think it's complete [ __ ] I think if you want to do something and you tell put it on social media in 12 month..."

"another really important thing to say because you um in that basement during the pandemic your family were there in the house and we often confuse this idea of being alone with loneliness totally and ..."

"because I've this is a debate I've pondered over and over and over again in my head which is like there's no correct answer here we all know that everyone's got a different Mission every company's got..."

"that's really valuable for us first time that you know our new CFO is based in New York our new GC is based in DC um our chief operating officers is is down south that is great people can live whereve..."

"most introspective about this what's working what's not be honest about it so we know that being fully remote doesn't work for us we need to be in person sometimes we also realize that it's really an ..."

"reflect on this a lot I go the reason why the diversity is successful and the reason why a lot of the things we've done have really worked well in terms of like the content in the media is because we ..."

"ones that say that they're good I don't know I think they're lying on that point then so we've we made these cards they're actually on sale on Shopify we um we use Shopify to sell these cards and it's..."

"but that's the truth um yeah mission of what great father looks like is maybe not fitting the great father that you are um potentially uh you see what I mean by that yeah I I do um because you're an i..."

"my work can be reflected by my performance I don't think the stock price is exactly directly you know I don't think they're I think that's more um correlation versus causation but the other points in ..."

"you feel because I talk so much about entrepreneurship there is I've heard this now from a number of people that um I don't ever talk about the failures that I've had from a business perspective and p..."

"because I just don't have I don't have the space or the venue to talk about the slipper company the poker chip company the nurse uniform company like those are all real companies that I started when I..."

"the world but I've had tons of failures and I work really hard to make sure that I fewer of those over time but it doesn't come easy to me Holly thank you so much incredibly enjoyable conversation I'v..."

"and if you're not sure about an idea what you could sell how you could start think about something you already do there is a store on Shopify that sells the most delicious matzo ball soup is a is a Je..."