
Serial Entrepreneur. Investor. Trustee @WhitneyMuseum, Former Entrepreneur-in-Residence @HarvardHBS. 🇺🇸🇵🇷🇪🇨
New York, USA
Joined November 2006
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We dreamed about 1:1 marketing at HubSpot.
Agents finally make it real.
The bar now: personal, not just personalized 🙏🏽
xitter.cf/gabepereyra/status/211…
How @ShawnFarsai uses @figma @ElevenLabs and @claudeai to create hyper personalized marketing videos with agents
There is no work-life balance when you're starting a company.
There's only the work you love and the people you love.
Protect both 🙏🏽
The best employees don't wait to be told.
If your AI only answers questions, it's not an employee. It's a search box.
xitter.cf/elonmusk/status/211221…
Your customers will tell you exactly what to build.
You just have to stop talking long enough to hear them.
"Sometimes, but not always, better than you."
Best one-line description of AI I've read.
Congrats Ethan 👏🏽👏🏽👏🏽
xitter.cf/emollick/status/211259…
My new book, Co-Existence, is out today. It is a guide to how to live & work in a world where AI is sometimes, but not always, better than you.
(And, for the release, I worked with Opus 5.5 to make a quite interesting experience for the book's website: co-existence.ai/)
We learned this at Drift.
A chat window isn't the experience. It's just the doorway.
The value is what happens *after* the conversation.
xitter.cf/emollick/status/211228…
The model isn't the hard part anymore.
Getting it into the hands of the people who do the work is.
Same lesson as SaaS. Distribution beats product.
xitter.cf/levie/status/211240467…
The big bitter lesson question in the applied AI layer is that as models get better and better, what is the best way to diffuse that intelligence into an enterprise.
Ironically, I’d argue that as models are getting more capable, and can handle longer running tasks and better tool use, the ability to differentiate on a domain by domain basis goes up instead of down.
When models were quite limited in what they could do, ironically all you could be literally was a “wrapper” because you were effectively delivering tokens back to the user with a custom prompt or some limited RAG.
But in a world of agents using tools, tasks that run on for hours or days, workflows that kick off agents, agent swarms that need to be coordinated against a goal, data sources that are domain specific, model routing that requires domain-specific routing, implementation that requires real change management of the workflow instead of “just type into this chat box”, it’s very very possible that specialization of these systems goes up more.
Obviously this doesn’t apply to everything - the closer you are to the labs core use-cases the tougher this play gets, but I’d argue we’re going to see autonomous systems for a wide range of job functions that weren’t practical to build out before. We’ll see this in security, life sciences, healthcare, finance, manufacturing, and many other fields. Either way going to be a fun and wild couple of years.
The least sexy AI use cases will create the most value.
Founders: go where the old code lives 🔑
xitter.cf/OpenAI/status/21123103…
Our latest model advances bring stronger capabilities for building and migrating software in low-resource programming languages such as COBOL, Fortran, and Visual Basic.
These languages power software that banks, governments, and businesses depend on. Progress here means understanding decades of business logic and helping developers modernize those systems while preserving what works.
We’re building these capabilities around the challenges developers and enterprise customers bring us. If your team is working on these systems, tell us which languages and workflows we should tackle next.
openai.com/index/low-resourc…
Trust is the product now.
If you can't see what your agents are doing, you're not using AI. You're gambling with it.
Why I backed Barndoor 🔑
xitter.cf/satyanadella/status/21…
I recently wrote about why we need to treat models as insider risks, with security controls sitting outside the model itself.
Today, we're putting that principle into practice by expanding Project Perception with new capabilities to help continuously assess agent risk, adapt permissions, and contain threats.
blogs.microsoft.com/blog/202…
David Cancel retweeted
Olo turns 21 today.
On 9.21.2006, @GMA and a young reporter named @DavidMuir, now anchor of @ABCWorldNews, broke the story by delivering text-ordered coffees to the anchor desk of @DianeSawyer and @RobinRoberts.
Six million viewers for six-person @Olo.
What a ride! 🚀
David Cancel retweeted
Today's meeting tools give you a transcript, but nobody tells you how you did. I'm so excited to announce Work Coach (a new mac meetings app).
Work Coach helps you by:
- Observing you in meetings (interviews, 1:1s, sales calls, team meetings)
- Analyzing how you show up to those meetings
- Identifying opportunities to improve
- Replaying the exact moments from your meetings where it happened
- Role play conversations (intros in an interview, asking for a raise, etc)
- Interviewing your coworkers to get feedback that you're not getting
I'll put the download link below.
David Cancel retweeted
2025 had the lowest rate of
- mass shootings since 2006
- homicides since 1950s
- teenage pregnancy in recorded history
- suicides since 2020
- road fatalities since 2019
- drug overdose deaths since 2019
- alcohol consumption in recorded history
- inflation since 2020
David Cancel retweeted
We just raised $20M (Menlo, Sequoia, Felicis, Snowflake, Databricks) and launched Kai—the first superintelligent AI co-worker for customer success.
It shouldn't take 100 people to serve 1,000 customers.
Kai knows every customer, acts instantly, never drops the ball.
Agency.inc
fortune.com/2025/11/12/elias…
So proud of you my brother!
We just raised $20M (Menlo, Sequoia, Felicis, Snowflake, Databricks) and launched Kai—the first superintelligent AI co-worker for customer success.
It shouldn't take 100 people to serve 1,000 customers.
Kai knows every customer, acts instantly, never drops the ball.
Agency.inc
fortune.com/2025/11/12/elias…
🙌🏽🙌🏽🙌🏽🙌🏽🙌🏽🙌🏽
At @sequoia we have a long-standing tradition of stewardship and working together as an intergenerational partnership to serve founders and LPs. Today it's my turn to entrust the next generation of Sequoia's leadership to @Alfred_Lin and @gradypb. I'm proud of our incredible team and confident that Sequoia will continue to thrive.
David Cancel retweeted
Most people have no idea what it actually takes to be a founder. They talk about vision, grit, or passion. Those words are props.
What you really sign up for is a life where every decision feels like it costs something real. You will spend years being misunderstood. By your team, your family, even the people you hire to help you. You will fail in public and still need to keep the energy up in private. Every founder lives with the weight of knowing that you can do everything right and still get crushed by luck, timing, or somebody else’s mistake.
Founders aren’t braver than anyone else. They just get used to uncertainty, then stop waiting for clarity. Most of your wins won’t feel like wins at all. The first revenue will be too small. The first team will outgrow you or leave. The first product that feels right will barely matter to the market. You will doubt yourself in private, sometimes every week. The founders who last figure out how to keep moving while the ground shifts underneath them.
Most outsiders want the founder badge but none of the scars. They want the upside, not the drag. The hardest part is sticking around after every plan gets blown up and you have to rebuild with less optimism and more scar tissue. What makes it work isn’t relentless hustle or some mythical trait. It’s learning to make peace with constant discomfort, and then making decisions anyway.
If you need constant reassurance, you’ll give up before the real work begins. If you want everyone to like you, you’ll never make the calls that matter. If you can’t handle months where nothing feels certain, this life will eat you alive.
But if you can hold your own in chaos, get better at being wrong, and still want to show up and try again, you just might have a shot at building something that matters.
That’s what it actually takes. And nobody cares until you make it work.
David Cancel retweeted
I often re-read @natfriedman's personal website (former Github CEO)
David Cancel retweeted
If a few of you are up, would love for you to try an early alpha version of what I've been vibe coding on.
A domain suggestion tool.
agent.ai/agent/domain-sugges…
Super-easy, you enter an idea/concept and it generates a list of domains and their prices (on the major marketplaces).
Note: It takes about 30 seconds to run (it's putting the LLM through its paces).
👏🏽👏🏽👏🏽
20 years ago, $OLO set out with a vision.
Today, as a market leader joining with @thomabravo, we're accelerating toward that vision from a position of strength.
Our Excelsior spirit drives us to move faster to create a world where every restaurant guest feels like a regular 🚀






















