Bram Sugarman

Every quarter at Sierra, we celebrate the end of the quarter with Double Denim Day (or, as some like to call it, Canadian Tuxedo Day) 👖. This Q3, we needed a lot of denim to celebrate the most remarkable quarter in Sierra's 2.5 year history. We added over $150M ARR this quarter, bringing our total ARR beyond $400M. Remarkably, we added more ARR in one quarter than we had all of last year. The most exciting thing to me is that our pace is accelerating. It took us six months to double from $100M to $200M ARR, and only five months to double from $200M to $400M ARR. @claybavor and I are grateful to our customers and proud of the entire Sierra team.

Canada’s sovereignty depends on our ability to build, adopt, and govern AI on our own terms. That’s why Canada is taking an equity stake in Cohere — one of the world’s leading builders of secure AI. Sovereign AI. Built here at home. Read more: pm.gc.ca/en/news/news-releas…

UPDATE: We are able to expand eligibility for No Limit to university students in the U.S. and Canada. (Plus recent grads from ’25 or ’26.) Apply to the closest regional event. Registration now open.

The people of Silicon Valley are unwell. If you work at a frontier lab or decacorn, you’ve got it bad. You haven’t seen your kids, your girlfriend’s annoyed, invites from friends to hang out are waning, even weddings are on hold. This is the time to make your mark and make your money, after all. If you’re building a startup that’s trying to compete with or be one of these companies, you’ve got it bad. Maybe you passed up a job offer at one a couple years back, which means you left $100M on the table, you fucking idiot. Being an underdog isn't as fun as you thought. If you’re working on a pre-AI startup, you’ve got it bad. Not too long ago you were the belle of the ball, but now your 30% year-on-year growth doesn’t feel like growth at all. It feels like death. "Too many of my friends are spiraling," Brie Wolfson writes. "I don’t know how we’re supposed to live and work like this." It’s all too much, too fast. Too much money, too much growth, too much power, too much change. Every month, a new frontier model is released. Every day, a new unicorn is minted. Seriously. 300 days into the year 2026, and 311 unicorns have been minted so far. So what’s left for the sane ones? Brie went looking for teams playing a different game. She found one in Ottawa: a search infrastructure company that many of the AI darlings rely on. It's growing fast, and its people are well. Read @zebriez’s latest company dispatch from inside the sane asylum of turbopuffer. colossus.com/article/sane-as…

Announcing No Limit: a bot building tournament hosted by @Sequoia, @citsecurities and @OpenAI. Teams of 1 or 2 get 60 minutes to build a pokerbot from scratch. Agents play thousands of games across six scored rounds. Open to university students and recent grads (‘25 or ‘26). Regionals in Boston, Pittsburgh and the Bay Area in early November. Top five teams from each fly to the Finals. $100K grand prize.

The games we've long wanted, which didn't exist because they'd cost several times more to make than they'd earn back, will soon become possible. As will the games developers wanted to build, but couldn't with the resources available. It'll be a new golden age of gaming.