Toby

“Toby is Simon's assistant, whose only job is watching the AI workforce work, take down notes, what still has friction and who needs access to what.”

“It's interesting, a Canadian publication, The Globe and Mail, came out yesterday and says, Canada needs nationalized public AI, and Toby, the greatest Canadian entrepreneur in history, says, deranged drivel, in response.”

“I'd say the coolest one that I've seen is in the public markets that anyone can go read about is probably Shopify where they, you know, Toby's awesome. Like he's a CEO that's close. He's in a bunch of our groups and stuff. And he does a great job, and he, you …”

“Shopify has a product review cadence that's very special and different in that Toby reviews actually all of the projects every month, or so every month he reviews half of them, and then the next month he reviews the other half, such that on a two-month rolling…”

“I don't know if he realizes it, but he probably single-handedly changed The number of people speaking out in Canada on the election, because he started having an opinion, having a voice, and that, that sort of made it safe for other people to have an opinion, …”

“And that's the same for CEOs like Palmer or like Toby where they don't surround themselves with yes men. They put themselves into situations that might be mixed, hostile, skeptical. They welcome the skepticism. They engage. And as a result, they are increasing…”

“I'm really concerned that there's this generation of 23 to thirty-year-olds who don't have a passion for the craft, who aren't experts in the craft, who are about to get hit by, I think it's this completely naive utopian view of like, oh, we're just gonna give…”

“Like if we'd have been smart, like Toby was, we had to sell subscriptions to our little platform and maybe could have been Shopify, but instead we just like bought motorcycles and sold them on eBay motors and Actually through live car auctions, our own website…”

“He is the greatest product person I've ever met in my life. He's this incredible tech visionary, especially when it comes to commerce.”

“Every person that works at Shopify should be able to go to their Industry conference, whatever their category, whatever area they're in business, and they should give the keynote about how they're doing their job, completely different than everybody in the cro…”

“And now we do six week reviews. So teams have this notion of like every six weeks actually coming together and walking through the roadmap, the resourcing and what they're working on with their immediate leadership, but then also with Toby. And so what's cool …”

“I've seen people use it as a, like, I'm pretty sure Toby says he starts everyone at 50% and then he gets to know you.”

“Every six weeks, we, all the kind of R and D group leads, we get together and we sit with Toby and each other and review every single project across the company every six weeks. Every single R and D, pull up the dashboard and look at it.”

“The how the technical architecture determines strategy in a technology company even more than the kind of what and who we're building for. If you build the right kind of technical how and set yourself up to have a platform that can be adaptable, flexible, that…”

“I think I'd pick Toby from Shopify. Cause I think he'd frigging kick my ass. We have too many founder friendly Yahoo. Great job. Harry's on boards. I I'm just so sick of it. Toby just seems like he just doesn't suffer fools. And maybe you don't want to work. M…”

“If you look at, I believe Toby at Shopify is implementing this exact same thing. I think we're doing it in parallel universes and we will have beer every summer and compare notes. But I just trying to believe that some of the shift at Toby and Harley have been…”

“This was all of the money that Shopify had in their bank balance and Toby goes for it.”

“And he actually gets very, very deep as far as like the founding of Ruby on rails and the early development. He played a really big role in that.”

“There are a lot of first time founders who are phenomenal. Like I think, you know, you think about Jensen from Nvidia, he's been, I think that's his first startup. It's turned out quite good, right? So that's the sort of thing where you'd also don't want to so…”

“For Toby at Shopify to make an acquisition and then divest it With, I don't, I think within a year, maybe it was a year and a half, like not very long for an organization to say, to make a big move and say, nope, we made the wrong decision that fast and not ge…”

“Here is just a quick summary of what has to happen to put the show out every day. And this was sent to me directly from Toby, one of our co-hosts. For 12 a.m., alarm goes off. For 30 a.m., in Uber. For 45, in office. Five 15 to five 30, the rest of the product…”

“I mean, Toby, I think is probably the greatest product mind on the planet.”