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Winston Weinberg

๐Ÿ‘ค Speaker
1528 total appearances

Appearances Over Time

Podcast Appearances

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: How Model Performance is Plateauing | Two Key Rules for Effective Deal-Making | Company Building Lessons from Keith Rabois, Brian Halligan and Pat Grady | Why Enterprise AI Adoption is Years Off with Harvey CEO Winston Weinberg

Yeah, we were in Airbnb.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: How Model Performance is Plateauing | Two Key Rules for Effective Deal-Making | Company Building Lessons from Keith Rabois, Brian Halligan and Pat Grady | Why Enterprise AI Adoption is Years Off with Harvey CEO Winston Weinberg

Engineer who had joined was our first engineer.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: How Model Performance is Plateauing | Two Key Rules for Effective Deal-Making | Company Building Lessons from Keith Rabois, Brian Halligan and Pat Grady | Why Enterprise AI Adoption is Years Off with Harvey CEO Winston Weinberg

Gabe was basically coding everything before that.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: How Model Performance is Plateauing | Two Key Rules for Effective Deal-Making | Company Building Lessons from Keith Rabois, Brian Halligan and Pat Grady | Why Enterprise AI Adoption is Years Off with Harvey CEO Winston Weinberg

He had been there for, I think, a month.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: How Model Performance is Plateauing | Two Key Rules for Effective Deal-Making | Company Building Lessons from Keith Rabois, Brian Halligan and Pat Grady | Why Enterprise AI Adoption is Years Off with Harvey CEO Winston Weinberg

And then we onboarded a 4,000 person, very large scale enterprise security was incredibly important team.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: How Model Performance is Plateauing | Two Key Rules for Effective Deal-Making | Company Building Lessons from Keith Rabois, Brian Halligan and Pat Grady | Why Enterprise AI Adoption is Years Off with Harvey CEO Winston Weinberg

And so it was just bandwidth.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: How Model Performance is Plateauing | Two Key Rules for Effective Deal-Making | Company Building Lessons from Keith Rabois, Brian Halligan and Pat Grady | Why Enterprise AI Adoption is Years Off with Harvey CEO Winston Weinberg

Like when you're scaling that quickly, it's harder.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: How Model Performance is Plateauing | Two Key Rules for Effective Deal-Making | Company Building Lessons from Keith Rabois, Brian Halligan and Pat Grady | Why Enterprise AI Adoption is Years Off with Harvey CEO Winston Weinberg

Are you shitting yourself that the platform's going to fall over?

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: How Model Performance is Plateauing | Two Key Rules for Effective Deal-Making | Company Building Lessons from Keith Rabois, Brian Halligan and Pat Grady | Why Enterprise AI Adoption is Years Off with Harvey CEO Winston Weinberg

Not anymore.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: How Model Performance is Plateauing | Two Key Rules for Effective Deal-Making | Company Building Lessons from Keith Rabois, Brian Halligan and Pat Grady | Why Enterprise AI Adoption is Years Off with Harvey CEO Winston Weinberg

No, no, not now, but then in 2023 with like one person in their B&B.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: How Model Performance is Plateauing | Two Key Rules for Effective Deal-Making | Company Building Lessons from Keith Rabois, Brian Halligan and Pat Grady | Why Enterprise AI Adoption is Years Off with Harvey CEO Winston Weinberg

But actually, I think this is important.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: How Model Performance is Plateauing | Two Key Rules for Effective Deal-Making | Company Building Lessons from Keith Rabois, Brian Halligan and Pat Grady | Why Enterprise AI Adoption is Years Off with Harvey CEO Winston Weinberg

This is something that's interesting.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: How Model Performance is Plateauing | Two Key Rules for Effective Deal-Making | Company Building Lessons from Keith Rabois, Brian Halligan and Pat Grady | Why Enterprise AI Adoption is Years Off with Harvey CEO Winston Weinberg

When I look at a lot of AI application layer companies, if you go through their LinkedIns and you look at the engineers that they're hiring, it's like 90% front-end engineers, which is interesting to me.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: How Model Performance is Plateauing | Two Key Rules for Effective Deal-Making | Company Building Lessons from Keith Rabois, Brian Halligan and Pat Grady | Why Enterprise AI Adoption is Years Off with Harvey CEO Winston Weinberg

And a lot of that reason is I think like vibe coding works much better with front end than it does for infra.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: How Model Performance is Plateauing | Two Key Rules for Effective Deal-Making | Company Building Lessons from Keith Rabois, Brian Halligan and Pat Grady | Why Enterprise AI Adoption is Years Off with Harvey CEO Winston Weinberg

And a lot of I think what's happening to AI companies or is going to happen to them, and it happened to us in early 2024, is you do a bunch of front end and you make really pretty UIs and really nice demos, right?

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: How Model Performance is Plateauing | Two Key Rules for Effective Deal-Making | Company Building Lessons from Keith Rabois, Brian Halligan and Pat Grady | Why Enterprise AI Adoption is Years Off with Harvey CEO Winston Weinberg

And then you use that to land all the customers.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: How Model Performance is Plateauing | Two Key Rules for Effective Deal-Making | Company Building Lessons from Keith Rabois, Brian Halligan and Pat Grady | Why Enterprise AI Adoption is Years Off with Harvey CEO Winston Weinberg

And now you have a lot of actual active customers and you haven't invested in the architecture and the infrastructure of hundreds of thousands, millions of customers using your product.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: How Model Performance is Plateauing | Two Key Rules for Effective Deal-Making | Company Building Lessons from Keith Rabois, Brian Halligan and Pat Grady | Why Enterprise AI Adoption is Years Off with Harvey CEO Winston Weinberg

And we kind of made that mistake in 2023.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: How Model Performance is Plateauing | Two Key Rules for Effective Deal-Making | Company Building Lessons from Keith Rabois, Brian Halligan and Pat Grady | Why Enterprise AI Adoption is Years Off with Harvey CEO Winston Weinberg

And in the beginning of 2024, something that kind of slowed down our shipping velocity is we added just tens of thousands of users in like the Q4 before that, right?

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: How Model Performance is Plateauing | Two Key Rules for Effective Deal-Making | Company Building Lessons from Keith Rabois, Brian Halligan and Pat Grady | Why Enterprise AI Adoption is Years Off with Harvey CEO Winston Weinberg

And we didn't quite have the infrastructure like to support that.