@ddebow

CEO, Debow Musical Instruments ❤️🇨🇦 4x co-founder. Company producer. @Build_Canada

Toronto, Ontario
Joined February 2008
Your odds of being great at anything are directly proportional to your willingness to suck at it for a long time.
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daniel debow retweeted
Replying to @ddebow
Muse is now available in Canada 🇨🇦 muse.ai/join
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excited for this
Daniel Debow (@ddebow) on The Other Stuff (@OtherStuffShow) on Tuesday. Should be a good one. Lots to talk about. Thank you for everything so far.
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great to see the this exchange program off the ground! incredible opportunities for talented Canadians to step into 1-3 year roles in government and help build our nation canada.ca/en/department-fina…
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Canadians are launching more businesses in the U.S. than in their own country and there are “517 American companies started by Canadians. They’ve raised about $414 billion.” We must make Canada the freest, lowest-taxed, and simplest place for entrepreneurs to invent, grow, and build.
Canada's young entrepreneurs are fleeing south. We need to keep them here nationalpost.com/news/canada…
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strange framing. yes Carney & Co must step up to clear the path on tax & regs but the government doesn’t close. private companies do. the question is whether Canadian CEOs are closers. Will they step up their ambition and convince global capital to bet on them? Diversified global economies come from highly ambitious, competitive companies exporting worldwide. That’s the CEO job. Ask more of them Canada. theglobeandmail.com/business…
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daniel debow retweeted
This is why founder-led companies tend to do so well. Why they even have a chance when the paradigm shifts. Executive agency, the willingness to just say WE'RE DOING THIS NOW, is the key ingredient. @tobi is among the very best at this, and thus Shopify blossoms.
Yep. Except: 1. This was about important internal tools. The team was stuck in some architecture nightmare of their own doing (writing it in rails but headless, with graphql api, and a SPA react app, constantly needing frontend engineers for changes). I call this kind of thing 'cosplaying an enterprise production app'. All that complexity was in the way and using straight rails was perfect in that case. 2. I make calls like this all the time. Usually someone on the team asks me to. They see what needs to happen but don’t want to be the bad guy. I’m happy to just make the call if I agree with the premise. Saves enormous amounts of meetings and change management etc. Sometimes this is jokingly referred to as Founder-mode-as-a-service here. 3. For ten years I’ve also run an internal podcast called Context, where I revisit decisions like these and explain the reasoning so everyone can learn from them. This is helpful to give people all the variables that were considered and why this was the choice made given the information available at the time. I want to teach how to make such decisions effectively without needing me. Sunk cost fallacy is a problem. 4. Any notions that Shopify is succcessful despite of me doing this, instead of because of it, will have a hard time making their argument come together I think 😄 the part of 'two weeks later tobi learns about...' is nonsese and the pivot of that project up there happens one of the more successful examples of interventions. But getting the company to work effectively with great architecture and low technical debt baggage into the right direction is literally the job, so guilty as charged I suppose. But there are always cope stories floating around like this because they are more fun, than saying 'somehow we needed tobi to stop doing silly architecture astronautics'. I can totally see that.
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daniel debow retweeted
By now, you may have seen our polling of what Canadians say they’ll put up with in the name of fighting this trade war. 📊 If Canadians broadly support the fight but can’t agree on what they’re willing to sacrifice, it’s not unreasonable to ask: “Are we prepared?”
NEW POLL: “Elbows up” is not a blank cheque 75% of Canadians surveyed favour holding firm in the trade dispute even if economic costs last longer, yet approximately 68% find increased household job-loss risk unacceptable as part of Canada’s response to U.S. tariffs. 🇨🇦🧵 1/4
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daniel debow retweeted
I absolutely love what @_benjaminparry and The Toronto Society are building, and would love to see more of it all over the country. Will be attending some events myself this fall. Serious discussions, bringing people together to think and talk about the things that matter. Can read more about it here in Parry's essay "The Art of Association" 2067journal.ca/the-art-of-as…
Thank you to everyone who joined us last night as part of a packed house to kick off the Viaduct Season Four with You Are What You Practice The Season continues next Thursday with Luke Burgis on The Three City Problem: Who Builds the People Who Build the Future? Tickets available now below.
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RBC $1.4B, The Westons $180M CIBC $2B, and now BMO. Canada is waking up and remembering its natural position, at the front of the pack, with infinity energy, resources and talent. Stop flipping shoebox condos. Start building world leading companies.
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ohhh @birk know this story well. 😉worked hard for a year on this. then - hard nope. the part that’s wild - and also why i’m super long SHOP - is why @tobi was a nope. We knew it would make tons of money. But @tobi knew it wasn’t the best way to serve buyers and merchants long term. it felt icky. “your job isn’t to build what they tell you they will pay for. your job is to understand what they really need and build something so great they can’t imagine it…” he was 100% right to kill it. his lesson forced me to raise my bar for ambition and made me a way better product person. almost no CEO would kill a product just about to launch that could have printed money. but the great ones will because they care about the long term, the customers, and doing the right thing no matter how hard.
I led product for @shop core in the early days. We spawned a new team (7ppl) for an initiative that made absolute sense at the time. They also worked their butt off for 6 months. But then due to many reasons it stopped making sense. At that stage, and in a @tobi review, he killed it. It’s a core reason I still hold stock in Shopify. Because in the moment, it was certainly not an easy call, and involved a lot of pain (sunk cost fallacy). But it was absolutely the right call. Just as it had been to pursue it earlier. Things simply change. ”The discovery of things that did not work”. I get that it creates emotions in the moment. Or that it might not be 100% accurate, all times. But a real asshole would spare your short-term emotions despite thinking you where heading down the wrong path. Convinced otherwise? Share the tech/product argument minus emotions. I get it’s scary towards a CEO at that scale, but trust me he is a geek like the rest of us and the best arguments will win. After all, the details of these ”drive by” shows that he cares and thinks at those levels. So from that lens, it’s notable that the critics here focus on the emotions vs bring forward any strong counter arguments on the tech/product side of things. Lastly, man in the arena + context. Be humble you might not have all context, and certainly not the commitment to brawl it out as long-term in the arena as him. You can quit if you disagree. He has to live with it and be the face for it.
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wives of nerds everywhere are rolling their eyes; mine too
When @petergyang tells me to set up a "Kid Bot" on Grok Bot I listened. But my wife just killed it after it went rogue, lol lol.
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daniel debow retweeted
Interesting call & response that provides insights into how @tobi, the CEO of Canada’s most valuable tech company thinks, acts & responds to feedback/criticism about his mgmt style. There aren’t too many other Canadians CEOs that would engage in a public discourse like this
Yep. Except: 1. This was about important internal tools. The team was stuck in some architecture nightmare of their own doing (writing it in rails but headless, with graphql api, and a SPA react app, constantly needing frontend engineers for changes). I call this kind of thing 'cosplaying an enterprise production app'. All that complexity was in the way and using straight rails was perfect in that case. 2. I make calls like this all the time. Usually someone on the team asks me to. They see what needs to happen but don’t want to be the bad guy. I’m happy to just make the call if I agree with the premise. Saves enormous amounts of meetings and change management etc. Sometimes this is jokingly referred to as Founder-mode-as-a-service here. 3. For ten years I’ve also run an internal podcast called Context, where I revisit decisions like these and explain the reasoning so everyone can learn from them. This is helpful to give people all the variables that were considered and why this was the choice made given the information available at the time. I want to teach how to make such decisions effectively without needing me. Sunk cost fallacy is a problem. 4. Any notions that Shopify is succcessful despite of me doing this, instead of because of it, will have a hard time making their argument come together I think 😄 the part of 'two weeks later tobi learns about...' is nonsese and the pivot of that project up there happens one of the more successful examples of interventions. But getting the company to work effectively with great architecture and low technical debt baggage into the right direction is literally the job, so guilty as charged I suppose. But there are always cope stories floating around like this because they are more fun, than saying 'somehow we needed tobi to stop doing silly architecture astronautics'. I can totally see that.
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shana tova... and turn the volume up!
Shabbat Shalom and Shana Tova, friends ❤️
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daniel debow retweeted
For the first time in living memory, nuclear power has eclipsed renewables in broad popular support amongst Canadians. Made-in-Canada is more than a slogan. It is the stated public policy of our government and the expectations of Ontarians. Ontario is Canada's nuclear leader — 16/17 reactors and roughly 95% of Canada's nuclear electricity is generated in Ontario. This year, we completed the world's largest nuclear refurbishment at Darlington under budget and ahead of schedule. Ontario's nuclear buildout invests at least 90% of its spend in the Canadian supply chain. Our existing fleet is fueled with Canadian uranium, processed in Ontario. Quite simply, nothing can compete with the overwhelming level of Canadianization — from the tech to the fuels to the supply chain and workforce. That is why it is not surprising that public opinion is rising for Canadian-made nuclear energy.
"How much do you think each version of electricity generation should have in Canada's future electricity system?" 🔵Hydro: 28% 🟢Nuclear: 17% ☀️Solar: 14% 🍃Wind: 12% 💎Geothermal: 8% 🌿Biomass: 7% 🟤Gas: 13% ⚫️Coal: 2% Nanos / July 30, 2026
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tell our story
Ben is right. This deserves a Heritage Minute. So does a lot of what happened in Canada this year. OPG rebuilt 4 reactors at Darlington 4 months early and $150M under budget, in an industry where fewer than 1 in 10 megaprojects land on time and on budget. Waabi closed the biggest raise in Canadian tech history. Wealthsimple crossed $100B three years ahead of plan. Cohere is past US$200M in revenue. Clio crossed US$500M ARR from Burnaby. All of it during one of the roughest years the Canadian economy has had in a while. None of it broke through as a national story. Canada does not have a building problem. We have a storytelling problem. Under promise, over deliver only works if someone hears about the delivery. Build the thing. Then tell the story. Loudly.
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daniel debow retweeted
Every so often, viral claims about the size and scale of Canadian foreign aid go viral. They're usually overstated. 🌎 As a portion of the total 2024-2025 federal budget, foreign aid accounted for 2.35%. Prior to the Russia-Ukraine war, it was 1.27%. Generally speaking, most Canadian foreign aid is delivered to the World Bank, UN agencies, the Red Cross, and other NGOs, research organizations, and contractors rather than governments. ⛑️ As a % of the total federal budget, aid for the top 5 countries accounts for: - 🇺🇦 Ukraine, 0.567% ($3.1B incl $2.9B in repayable loans) - 🇭🇹 Haiti, 0.028% ($153.5M) - 🇵🇸 Palestine, 0.028% ($151M) - 🇪🇹 Ethiopia, 0.027% ($147.2M) - 🇸🇾 Syria, 0.019% ($105.9M)
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Brad Bradford: Toronto is now in the race for being one of the most antisemitic cities in the world. That's not a just a Jewish problem, that's a Toronto problem. If we don't have safety and security for all of our people... if the city is not safe, then the city is not free.
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