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Yea that was a fun one.
Thank you for celebrating the glory of entrepreneurship, David.
My conversation with Tobi Lütke (@tobi), co-founder and CEO of Shopify.
0:00 Companies as Social Technology
5:27 The Value of Reading Books: Cheat Codes for Life
7:28 Post-IPO Crisis: Cosplaying as a CEO
7:54 Competition vs Rivalry: The Power of Healthy Competition
16:02 COVID as a Turning Point: Rebuilding the Executive Team
18:21 Hiring Founders: Building a Team of High-Agency People
26:49 Shopify OS: Engineering the Company from First Principles
36:48 Compensation Innovation: Giving Employees Full Agency
40:41 The Psychology of Identity and Affirmations
48:43 Differentiation Over Perfection: Making It Your Own
50:31 Context Podcast: Documenting Decision-Making
1:26:36 The IPO Decision: Going Against Silicon Valley Orthodoxy
1:35:08 Building a Company Worth Working For
1:41:50 Hiring for Spikiness: Finding Non-Conformists
1:48:28 Office Design Philosophy: Creating Space for Excellence
1:58:54 Video Games as Business Training: StarCraft Lessons
2:07:06 AI Revolution: 2026 and Beyond
2:11:44 Focus on Craft: The Unquantifiable Elements of Excellence
2:21:08 Survivorship Bias: The Importance of Entrepreneurial Exposure
2:23:22 Closing
Includes paid partnerships.
tobi lutke retweeted
Since wealth is the only thing that can cure poverty, you might think that the left would be as obsessed with the creation of wealth as they are with the redistribution of wealth. But you would be wrong
— Thomas Sowell
tobi lutke retweeted
Remember, you don't need a Voter Information Card to vote! But it will make the voting process easier.
If you’re on the voters’ list, print or download your card at toronto.ca/MyVote.
Eligible voters not on the voters’ list can still vote! Bring ID with your name and Toronto address to your voting place.
#TOVotes26 #TorontoVotes2026
She would know
#REPORT: Former Deputy Mayor Under Olivia Chow, Now Liberal MP Jennifer McKelvie, Endorses Brad Bradford For Mayor. ✅
“He Is the Mayor That Toronto Needs.”
tobi lutke retweeted
Former deputy mayor under Olivia Chow endorses Brad Bradford torontosun.com/news/local-ne…
tobi lutke retweeted
A vote for Olivia Chow is a vote for:
Wasted tax dollars
Large tax hikes
Dysfunctional TTC
Dangerous drug ridden streets
And totally ignored outer wards
Liar and a cheat:
tobi lutke retweeted
“Please, vote for Brad Bradford.”
-Jennifer McKelvie, former deputy mayor.
WOW! That's quite an endorsement.
Brad Bradford is a rare politician who has support from both Conservatives and Liberals.
He's clearly the leader Toronto needs right now.
torontosun.com/news/local-ne…
tobi lutke retweeted
Canada can replace two terrible, destructive, ideologically-driven progressive leaders in a 3 day span. Let’s do our part Toronto.
tobi lutke retweeted
Breaking: Canadians pay too much income tax. 🙄
Anyone with a paycheque could've told you that for free.
New international tax index: Canada ranks 28th of 38 countries on personal income taxes.
34th on capital gains and dividends. 📉
Ontario's top rate hits 53.5%.
It kicks in at 2.8x the average wage. In the U.S.? 8.7x.
Carney's big fix was one point off the bottom bracket.
Then Ottawa scratches its head over why talent keeps heading south. 🤦🏻♂️
Basic math, eh? 🇨🇦
tobi lutke retweeted
Lefties: “Elon Musk should be in prison!”
Normies: “For what?”
Lefties: “We’re not sure but we’ll find something! Vote for us and we’ll show you.”
Normies: “You are insane.”
Lefties: “Elon is a fascist. We’re anti-fascist. You must also be a fascist.”
Vote Brad
Wow, when the "progressive" paper, the Toronto Star, can't endorse the "progressive" candidate, Olivia Chow...
It's really telling.
thestar.com/opinion/editoria…
tobi lutke retweeted
Wow, when the "progressive" paper, the Toronto Star, can't endorse the "progressive" candidate, Olivia Chow...
It's really telling.
thestar.com/opinion/editoria…
Canadians Are Running Out Of Time To Oppose The Dangerous C-22 Surveillance Bill
eff.org/deeplinks/2026/10/ca…
tobi lutke retweeted
I accidentally built a consumer app that 50k+ people this week spent 30 avg minutes using. GA4 says that's in the top %0.00001 of apps.
I've always wanted to visualize wind + waves together, turns out that's hard. Also wanted to build the weather app that I'd use daily.
My CUDA skills suck... but software can just be wished into existance now. Here's a swell shader and a three.js wave model trained using 1k+ ocean images across different conditions, cross-checked against storm literature. Full wx ingest pipeline, tiling service, our own basemaps. Our team did a great job marketing it as well... so that helped! Costs cents to run. Too much fun.
freethewind.com



























