dstein (@dstein) header
dstein (@dstein) profile picture

Managing Partner @ Leaders Fund. Formerly VP @ https://teapaw.org/t.co/dUR9DSanZN; co-founder of Rypple and Workbrain.

Toronto
Joined February 2008
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dstein retweeted
We are thrilled to share that @ada_cx and @dialpad are merging to create a new leader in agentic customer communications! The companies of the future will be teams of people and AI agents, serving customers who increasingly have agents of their own. Together, we’re going to power new experiences customers should expect, the collaboration businesses will need, and the communications that will make it possible. Ada has served more than 1 billion people and deployed more than 500 customer-facing AI agents that handle complex interactions. Dialpad, founded by members of the Google Voice team, powers more than 50,000 businesses around the world. As one company, we will make entirely new customer experiences possible: people and AI agents working as one team around every customer anticipating needs, taking on complex work and doing more than customers thought to ask. Together, we have the reach, resources and technology to bring that future to billions more people, faster. Read Mike’s letter on what we’re building: ada.cx/full-stack-with-dialp…
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US voters just rejected data centres everywhere they got the chance. 
That investment has to land somewhere.
Clean hydro. Open land. Cold winters.
 That's Canada 🇨🇦 
This is a massive opportunity for us. Generational.
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Mattamy Canada CEO Brad Carr's suggestion? 👀 Stop taxing homes out of existence. "Governments tax cigarettes heavily to reduce their consumption. Today we are applying the same approach to housing, with taxes now accounting for 36% of the purchase price of a new home in Ontario." Read more at buildcanada.com/memos/housin… 🏠
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for anyone who hasn't been paying attention... C-22 is a terrible idea C-22's architecture is most similar to laws in place in China, Russia, India and Vietnam among allied democracies, the closest analog is Australia's TOLA Act (2018), which Australia is now amending due to the economic harm it caused
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dstein retweeted
Congrats! Thrilled to be on board as an indie investor.
We’ve raised 25M to build the world’s first Personal Intelligence. Introducing Vellum: AI that belongs to you. My assistant @ash_vellum has his own X (like grok), tag him and he'll answer.
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disappointing to see that there is not a single founder, startup CEO, tech entrepreneur, VC, or innovation-economy builder on this committee this is an old-economy 🦕 list: > 12 legacy-industry executives or industry association leaders (aluminum, auto parts, steel, rail, pipelines, mining, agri, dairy, forestry, manufacturing, chamber) > 5 former politicians or current provincial premier > 2 labour leaders > 1 bank CEO > 1 Indigenous business association CEO > 1 cultural industry executive > 1 academic / US-politics specialist
Prime Minister Mark Carney’s new advisory committee on Canada-U.S. economic relations has been announced. To be chaired by Canada-U.S. Trade Minister Dominic LeBlanc. #cdnpoli
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Lindsay and I wrote a piece for the @nationalpost on the Montreal hospital (@HGJF_JGHF) building faster and cheaper than government, and why that builder mindset may be the future of healthcare and philanthropy. nationalpost.com/opinion/opi…
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If bigger government meant better results, Canada would be crushing it. We’re not. So what are we actually optimizing for?
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dstein retweeted
Make Canada too business friendly to ignore. Especially for our own most capable.
Canada's startup exodus is accelerating. Nearly one of every two Canadian founders who raised over $1 million in 2024 are now based in the U.S. That's up from about one in five just a short time ago.
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dstein retweeted
The New Drata Experience is here. 🔭 We rebuilt the Drata platform on a modern foundation designed for enterprise-scale GRC+A, connecting people, processes, controls, and AI-driven insights into a single constellation. When you can clearly see how everything relates, you can move faster and make better decisions with confidence. A more powerful way to manage trust. 💫 Explore what’s new and why we built it: okt.to/2F5XVR
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i’ve seen from inside government how challenging it can be to move from intention to progress our latest @buildcanada memo, signed by 40+ of canada's leading entrepreneurs, is a call to push beyond that discomfort, move fast, and focus on delivery
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one more thought, in the spirit of pushing us to be bold. if the government is actually serious about grocery prices, the hard call is dairy and eggs. supply management there amounts to state-backed price setting. roughly 10–15% of grocery spend goes to dairy and eggs, more for lower-income households. fix that and you lower prices. keep avoiding it and grocery costs stay politically managed, not market-based.
what most Canadians don’t realize is that this GST credit expansion will cost taxpayers approx. $9.4B. it will juice demand in a grocery market with tight supply and a few dominant players, with a real risk that prices will adjust, rather than providing relief. it's a measure that will be electorally popular with voters in a (possible) spring election but will have little structural impact. if the goal were really to lower prices, we’d be forcing more competition, speeding new store and warehouse approvals, fixing logistics, and raising productivity instead of mailing cheques.
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Replying to @dstein
@dstein and I were asked by the Canadian government to testify on the health of the startup ecosystem in Canada. Last week we showed up to share our views. This quote sums up our message well: "Just imagine if the vast majority of comp sci graduates from @Harvard and @MIT moved to Canada to start their companies. The US gov't would be doing everything in their power to reverse the trend" @RaquelDancho @leadersfund
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🚨 GC STRATEGIES AUDITOR GENERAL REPORT OUT TODAY $64.5M in federal IT contracts went to a company that doesn’t do any IT work. GCStrategies was a middleman—subcontracting all the actual work. And 46% of the time, the gov’t couldn’t prove the work was even done.
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The group Canadians for Free Enterprise have decided to release a series of statements in the next few days on why they are endorsing @PierrePoilievre for Prime Minister. They’ve asked me to share them. In this fifth and final piece, energy executives Adam Waterous and Sue Riddell Rose explain what Canada must do to develop its natural resources.
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Liberals promise $130B in new spending and no timeline to balance the budget nationalpost.com/news/canada…
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Canada should reward immigrants' success and contributions to the country, not just evaluate their qualifications prior to arrival. Canada has long prided ourselves on our approach to immigration, but troubling trends have emerged. Immigrants are feeling increasingly disenfranchised – only 46% of permanent residents choose to become citizens, down 40% in two decades. More concerning still is the "leaky bucket". 1 in 5 immigrants eventually leave Canada, with over 1/3 do so in the first five years of arriving. When immigrants leave quickly after arrival, they become a net drain on society. They consume settlement resources, healthcare and education, without giving back long-term to our economy and communities. There's a large population of Canadian expats – around 600k – who fall in this bucket. At the same time, public support for immigration has collapsed. For decades, 60-80% of Canadians agreed that immigration was a positive contribution to society. Now, 58% say Canada accepts "too many" immigrants, 57% believe that immigrants are not accepting Canadian values, and 35% believe that immigration increases the level of crime. Yet, committed immigrants who put down roots in Canada show remarkably positive outcomes. They drive entrepreneurship, are more likely to volunteer, and are even more likely to donate to charity. We must reverse recent trends. People must feel like we are integrating and setting up immigrants for success, or they will stop supporting bringing more people to the country. With so many people wanting to immigrate to Canada, we have the ability to accept only those who want to contribute to the Canadian economy and society. Rather than the current system that only evaluates qualifications prior to arrival, let's change to the system to also consider activities after an immigrant has arrived. All immigrants will receive a two-year temporary visa with work authorization, regardless of the stream they came in (economic, family reunification, asylum, student, etc.) Immigrants can earn points for paying taxes, working, starting a business, completing degrees, enrolling their children in school, volunteering, or completing civics courses. Immigrants will lose points for failing to pay taxes, relying on social services, or committing crimes. A minimum number of points is needed to qualify for permanent residency and citizenship. A full breakdown of the proposed points system can be read in the memo below:
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