Building. Investing. TBD. prev: VP @Shopify, VC @OMERSVentures, SE @EA

Joined April 2008
Bram Sugarman retweeted
As I Return.
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Replying to @gregisenberg
KEEP GOING. You got this. Never give up!!!!
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Bram Sugarman retweeted
Last week to apply for Catalyst 003: Critical Minerals 🇨🇦 Looking at the applicants now, I'm SO SO EXCITED to kick this Catalyst off, bringing together a bunch of experienced geoscientists and software people that want to learn and contribute.
🇨🇦🇨🇦Catalyst 003: Critical Minerals 🇨🇦🇨🇦 A month long working group to explore, understand and make progress on problems involving the processing of critical minerals in Canada. Apply at: catalyst.ambition.inc/critic…
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Bram Sugarman retweeted
Every now dreams every night - processing the day's client and operating activities - to prioritize the top 5 things your biz should focus on next. We're A/B/C/D testing Argon/Astra/Fable/Wonder to see which delivers the most prescient priorities.
Every AI
@tryeveryaiOct 16
New this week: 1. Priorities - every morning Every picks your top five things to do across your business and puts them at the top of your Inbox 2. Whose turn it is - every open deal now shows Your turn, Their turn or No contact check it out 👉 every.ai
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Bram Sugarman retweeted
I’m looking for 6 Toronto families to try Torch, the instrument we’re building to make playing and singing easier. Beginners or lapsed players. Borrow one for Nov; help us learn what makes you keep playing—or stop. Email me: [email protected]
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Bram Sugarman retweeted
I spent 48 hours in SF hanging out with billionaires, data labs and AI founders and execs running $1B to $100B companies. My observations: 1. Sooo MANY stories of data brokers making like $2M a WEEK selling company data to labs. I can't tell if it's the beginning or a bubble, and I kept wondering which niches are left. Digging into it actively. 2. At dinner, someone asked the table, "If a new model drops next month, does your company get better or worse?" HALF the table went quiet! I think that's the best question to ask about any AI startup right now. 3. The bar people talk about now is hitting $1B in revenue in 12 months (I guess that's the new unicorn?). What I didn't hear much about is retention. AI revenue can come in fast and leave fast, and I think we're going to see a lot of stories of AI companies with huge revenue and terrible retention. 4. It's pretty clear we're living through the reinvention of the computer. The model is the CPU, the harness is the operating system, and skills and plugins are the apps. Thinking about it that way makes it easier to see where the whitespace is. 5. We're maybe 12 months from an agent that can watch you work for a week and then do your job without any instructions. The screen recording plus agent memory plus local model combination makes this possible right now. 6. Agent harnesses feel like the new GPT wrappers, in a good way, especially vertical ones. The best teams I talked to treat the model as swappable. One founder walked me through routing different models to different jobs: one for taste and visuals, a cheaper one for the everyday stuff, another for text. They use prompts they can move across models over fine-tuning, and A/B test the output on what users actually do with it: do they edit it, export it, share it? A vertical harness is basically four things: the connectors for that industry's data, evals written by people who know the work, rules for what the agent can and can't touch, and a clean screen for a human to review. The model is maybe 20% of it. 7. There's a lot of reverse engineering going on/cloning going on more than I've ever seen. People are decompiling software and rebuilding it with agents, and someone showed a suite of like 10 apps that are worth $5B+ each all that he cloned open source. Me and everyone are still thinking through what it means when software gets this easy to copy. 8. My guess is the value moves to data. If the software can be rebuilt quickly, what's worth paying for in a legacy SaaS company is the years of customer data and workflows inside it. Some SaaS companies are secretly data companies. Gets me thinking about how do you truly value data for this saas companies? Like if we were buying these dying saas companies at 2x ARR before (as example), maybe there is a better metric. Idk, just thinking out loud here. 9. It feels like a good chunk of legacy software won't make it to the agentic era, especially anything built around people clicking through a lot of screens. 10. Every company I talked to wants to pipe its internal data into one place and expose it to agents through MCP. Then they look at the data and realize it's a mess: five versions of the same customer, old Slack channels, PDFs nobody can search. Cleaning that up feels like a big consulting opportunity! 11. A lot of founders are building the basic building blocks for agents: APIs, data layers and tools. Some of the companies I saw barely have a UI because the main user is an agent. I really believe the startups that build primitives to this agentic era will do extremely well. Building blocks is the best way to think about it. 12. Labs can get plenty of training data, but it's harder to get real examples of agents failing inside companies. Whoever has those logs has something valuable. 13. Someone running a big consumer company told me the next fight is over memory. The model that remembers the most about you wins, and the smartest model matters less than people think. 14. Physical AI came up a lot. Astra I think was the first model that got people into AI can actually do CAD, and I think a lot of people are thinking what does vibe manufacturing really look like. The line I keep thinking about came from a robotics founder: the hardest problems in AI are deployment problems now, not research problems. Their robots work on their own, call a human when they get stuck, and every one of those calls becomes training data. 15. Cybersecurity companies are having a moment and are actually cool companies to build now, especially the ones that clean up after a breach. Every agent with access to your systems is a new door into your company, and a lot of those doors were left open. 16. Some startups are worth more dead than alive now. A shutdown company with 5 years of Slack, email and code can get paid for licensing all of it. I wouldn't be surprised if founders start factoring that into when they shut down. 17. People are starting to talk about monetizing the agent web. It feels really early, but when the most popular user of the internet is an agent, what startups should you be building? 18. I think agent insurance is coming. Once an agent makes an expensive mistake, insurers will want audits before they cover anyone. 19. Several people said the hire they want most is someone with taste who can write evals. The models are getting good at generating ideas, so the hard part is judging which ones are good. 20. New trend I observed: startup raises VC, uses venture dollars to become a creator, startup fails, founder falls back on being a full-time creator and incubates other products bootstrapped. 21. Getting SIGNIFICANT distribution is HARD right now. Founders are sponsoring buses, buying billboards like crazy and throwing parties with famous DJs to get noticed. Kinda feels dotcom era in that sense. Attention is what's scarce! The growth guy going viral sharing his UGC strategy from Wispr Flow is a good example. It's the sauce everyone wants, and I truly believe there are probably only 50 people on the planet who know how to scale these types of businesses efficiently in this era. Always good to get that dose of SF. I felt sooo lucky to have such an incredible trip during such an incredible time in building businesses. Surreal in so many ways. Happy to be home and locked in. Until next time!
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Bram Sugarman retweeted
Hiring more product engineers/designers who can code at Spellbook: * Obsessed with product craft * Competent at rapidly iterating on prototypes with AI * Relentlessly focused on solving problems and creating a Tier A user experience DM me if interested!
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Bram Sugarman retweeted
Spellbook's Autonomous Contract Management is now in GA! It's the first end-to-end AI system for contracts. It reviews before you sit down, drives approvals, storage and longterm insight. One step closer to building the earth's infrastructure for contracts.
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Bram Sugarman retweeted
Our every.ai homepage is now the actual app instead of a video. It gives itself a tour while you watch, or you can click in anytime to drive:
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Bram Sugarman retweeted
If any founders in Toronto want to play Pickleball, DM me 👀
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Bram Sugarman retweeted
So @BrandonMChu and I have been busy finding $$$ for Every users: - enrich your whole network - auto or steer your prospecting agent - ✔️/❌ your leads to start deal agents 👇🏽
Every AI
@tryeveryaiSep 17
New this week in Every: Prospect targeting - Set up + manage custom searches on your network to find the right leads to move on. Approve or reject to improve results. Smarter deal plans - Now deal agents build richer plans with emails, DMs, calls, and more ways to check off or replan steps. Auto enrichment - All your people and companies get enriched automatically, including context across teammates.
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Bram Sugarman retweeted
Every AI
@tryeveryaiSep 17
New this week in Every: Prospect targeting - Set up + manage custom searches on your network to find the right leads to move on. Approve or reject to improve results. Smarter deal plans - Now deal agents build richer plans with emails, DMs, calls, and more ways to check off or replan steps. Auto enrichment - All your people and companies get enriched automatically, including context across teammates.
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Bram Sugarman retweeted
TTW is coming back May 31, 2027, with @melltruong now stepping into the role of executive director. It's going to be an unforgettable year. More news to come, including Homecoming.
It’s official - Toronto Tech Week returns May 31-June 4, 2027. 🚀 Mark your calendars, and help us run it back for year three. More to come, and a ton up our sleeves for next year, so stay tuned!
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Bram Sugarman retweeted
Friends in Toronto, we're hosting an office warming party, please come!
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Bram Sugarman retweeted
Elon Musk
@elonmuskJul 29
Replying to @dhh
💯 Tobi is a national treasure of Canada!
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Bram Sugarman retweeted
I'm looking for a founding engineer [ SWE ] for Ambition. If you're an avid tinkerer, love learning new things and extending your capabilities, I'd love to talk to you. Pay and equity is top of market with a lot of upside. Looking for people with deep technical curiosity and a history of ramping up on new domains and going deep. Needless to say, your Ambition card will be issued on day 1.
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Bram Sugarman retweeted
Big updates to @tryeveryai, reply or DM if you want to level up your CRM. 🤑🤑🤑
Every AI
@tryeveryaiJul 24
Meet an all-new Every designed for winning deals ✨ Track every lead and deal in one place, with an AI agent on each one working on sales plans, emails, and proposals. Plus, we find warm leads automatically from your network on LinkedIn and Google.
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Bram Sugarman retweeted
Every AI
@tryeveryaiJul 24
Meet an all-new Every designed for winning deals ✨ Track every lead and deal in one place, with an AI agent on each one working on sales plans, emails, and proposals. Plus, we find warm leads automatically from your network on LinkedIn and Google.
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Bram Sugarman retweeted
Claude can now see when I'm struggling and offer to connect me with a real person who can help me
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