Cornelius Vanderbilt died the richest man in the world. And if all his heirs had done is stuck it in the S&P and lived on the dividends, there would be 15 20 of them each worth a billion today. And there's none.Because he says people screw up bet sizing. They screw up portfolio management. And it's not about stock selection as much as it's about the institutional decisions.How much of your wealth should you have in one stock. What should you do with a 1x fund that's liquid where you might see potential to a ...

Well, I'm excited because just like 2008 at the moment, I'm 0% cash. You're 0% cash. Founder friendly has become bullit, right.Any hot AI deal, there is no diligence provided, nor is any done. It's just done on Saturday. All you can lose is one extra money.Having an early success is highly correlated with future success. Partly, you get the referral effect, but partly I think it's that you just have the stomach to roll the dice and you get braver. This is an epic monopoly like we've never seen.Think how muc ...

Jason Lemkin is one of the leading SaaS investors of the last decade with a portfolio including the likes of Algolia, Talkdesk, Owner, RevenueCat, Saleloft and more. Rory O’Driscoll is a General Partner @ Scale where he has led investments in category leaders such as Bill.com (BILL), Box (BOX), DocuSign (DOCU), and WalkMe (WKME), among others. ----------------------------------------------- In Today’s Episode We Discuss: 00:00 Intro 01:17 Nvidia's Massive $100BN Investment in OpenAI 05:45 Is Anthropic Negat ...

I I'll never forget one of my big messes when Paul Graham asked me to look at the seed round of Coinbase and I said to myself, a Bitcoin ATM, what is that. Had no idea what this industry was about to become. Like it still haunts me.And so at the seed being very much focused on just backing the great founders and not overintextualizing what the returns are. And did you meet with Brian. Yeah.Did you think he was amazing. He is amazing. So it was purely the idea that you couldn't get your head.My little brain ...

He said one of their big clients came to them and said we have 50,000 employees today. Draw up a plan for us that in 5 years we are 100,000 employees but only 10,000 of them are humans. The rest are AI agents.This is to be provocative but they're sort of saying if that was going to be our plan, how do we get there. This is the kind of stuff people are thinking about now. It's not going to happen in the next 5 years.But our organizations going to potentially change that much over the next 10 to 15 years. It' ...

When you think about transforming an enterprise with AI, you actually have to do four things correctly. Okay. First is you have to get your data infrastructure ready so that your techn your company can adopt AI.Your data readiness is huge. Infrastructure readiness is huge. Second is you need models that understand your business. You have to train these models in the context of your secret sauce your business.Third is you think about a workforce transformation because now you're going to have humans and you' ...

Look, we invested in Tropic only, you know, less than a year ago at the at the $60 billion round. >> How much do you put in at 60. >> Uh, we put in a few hundred million.>> Why do you think that was the round that was the best >> Enthropic. This round probably was the cheapest round that got done this year on a multiple spaces. Which company was raising capital at, you know, 20 times AR.They're all raising capital at 50 to 100 times AR and at a scale that's like 10 times bigger than any other companies that ...

Our aspirations in venture capital is to be the best seed firm in the world. I actually have a strong belief that venture capital can't scale and performance at the same time. I deeply believe that just because we have more money doesn't mean they're more on Patrick Collison's or Sam Alman's that are going to go build iconic companies.I lost the series A of Stripe of Samsara of Snap and the first one I won was a series A of Gusto. Triple triple double double is definitely dead. I I tell our investors don't ...

Hemant Taneja is the CEO and leader of General Catalyst, the firm he has scaled over the last decade into one of the largest with over $40BN in AUM. He has been one of the most influential investors of the past two decades, leading early bets in Stripe, Snap, Gusto, Samsara, Grammarly, and Canva. He also played a pivotal role in Livongo’s $18.5B merger with Teladoc, one of the largest digital health deals in history. ----------------------------------------------- Timestamps: 00:00 Intro 01:16 Is Hemant a C ...

I'm not saying we're going to figure out how to make money along the way. We will make money. We have like some couple good bets already.We'll launch more of them. I'm not saying I have like a hope and a dream of profitability. Like it's very much a for-profit company.We'll figure it out. Businesses should not exist to make money. Businesses should make money to deliver on a mission.And those are important things. We are a missiondriven company and we'll make a profit such that we can deliver on our mission ...