What sets superforecasters apart (those among us who are consistently better at predicting what will happen) is not just that they’re smarter or more open-minded.
It’s their willingness to recognize that judgment can be trained and to commit, for example, to including probabilities and base rates in their thinking.
They’re also open to being measured.
I wonder how that translates to Power-Law Masters in VC, the rare investors who have generated billion-dollar outcomes more than once.
Don Valentine (@sequoia): Learning to tell a compelling story is essential to raising money.
Source: Stanford Graduate School of Business
Elon Musk (Tesla / SpaceX): Creating OpenAI to counter Google helped accelerate the very technology he was worried about.
Source: The Economist
@HowardMarksBook (Oaktree): Let your children make decisions, including wrong ones. They need the experience to learn how to choose for themselves.
Source: My First Million
Kenneth Griffin (@Citadel): Study your winning investments too. Understanding what you got right can help you repeat it.
Source: Norges Bank Investment Management
“A wealth of information creates a poverty of attention.”
— Herb Simon, 1971
Simon was writing about how organizations could cope with an abundance of information when human attention remained scarce.
His observation feels even more relevant in the age of generative AI: he was one of the founding figures of artificial intelligence.
Martin Eberhard (@Tesla): Building a startup means keeping your team steady through the highs and lows, even when your own confidence is shaken.
Source: Kim Java
Daniel Kahneman: Sounding confident can make someone look like an expert. What matters is whether they actually get things right.
Source: Intelligence Squared
Why do so many investors escalate commitment to a failing course of action, throwing good money after bad into startups with increasingly poor prospects?
The usual explanation is the sunk cost fallacy: they fail to recognize that the old money is gone, and that any new investment needs to be judged on its own merits.
But recent academic work suggests another explanation: persisting has its own rewards. People who stick to their commitments, even failing ones, can be viewed as more trustworthy.
In my experience, other factors also need to be taken into account:
- not wanting to recognize a loss, especially during fundraising;
- protecting a partner’s standing within the firm; or
- keeping their track record looking good when they’re up for promotion.
There’s more going on than just struggling to let go of money already invested.
Steve Jobs: The technology you build will become obsolete. But others will build on your work, even if they never know your name.
Source: BarrancoStudio
Had that exact same thought when I saw the use case @OpenAI advertised for its latest model.
In many cases, we are asked a question about probability (“how likely is this to happen?”) but we answer a question about similarity (“how much does this look like a stereotype I have in my mind?”).
@paulg’s joke “I can be tricked by anyone who looks like Mark Zuckerberg” is a powerful way to illustrate this bias.
Steve Jobs: a company is the cumulative result of thousands of decisions.
Source: Steve Jobs Archive
Warren Buffett: Investors fool themselves into believing they can leave a rising market just before the party ends.
Source: Investor Archive
When the answer to a hard question comes easily, it’s good practice to pause and assess how available that answer was.
“Will that Founder be widely successful in 10 years?” is a hard question, yet many early-stage VCs spend less than a few minutes to rule them out.
Elon Musk connects portfolio managers' compensation and promotion cycles to the pressure they put on companies for immediate returns.
Source: The Economist
Also what happened that day on their way to work and - some think - the weather.
VCs look for signals before deciding whether to take a startup seriously.
This means your company can be rejected because of the market, traction, team, deck, timing, geography, stage, economics or something you accidentally said 14 minutes into a Zoom call.
Fundraising is basically a video game where nobody tells you which objects cause damage.






