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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

It's the market pull.

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 you have to benchmark yourself against other folks in the market and not just legal AI companies, but actually just AI adoption, 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

I also think that we're just on an insanely compressed timeline.

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 I think the winners and losers are going to be decided in the next couple of years in a lot of these spaces.

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 you really have to at all times make sure that the company doesn't go, wow, I did a really good job, chest bump, head pat, like we're done, 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

You have to instill this, yeah, well, Anthropic, you know, 10X and they started at XYZ billions of revenue this year.

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 I think we can do better than that this year.

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

Felt the most uncomfortable high.

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, I think maybe the Series C felt very high.

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

What was 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

It was 1.5 is what we were valued at.

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 our revenue was definitely lower.

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

Lower.

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

I think maybe that was one of the ones that felt super high.

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

The other ones haven't.

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

Another thing, too, that I've I'm very picky with investors, so I don't spend tons of time fundraising.

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

What I actually do is there's a couple of investors that I've become decently close with.

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 when it's time to fundraise, usually we get preempted or I say, hey, I think it's like time to fundraise.

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 I reach out to literally like one or two people.

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 I plan my fundraisers pretty far in advance.