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YC

Y Combinator Cast

03/07/18

@ Y Combinator

As an investor, be prepared to take risks and accept that you might look foolish or be wrong about your investment choices.

Video

YC

Dalton Caldwell - Startup Investor School Day 2

@ Y Combinator

Dalton Caldwell - Startup Investor School Day 2

03/07/18

Related Takeaways

GR

Geoff Ralston

02/07/18

@ Y Combinator

Investing in startups is high-risk, and potential investors should be prepared for both significant upside and possible losses.

DC

Dalton Caldwell

03/07/18

@ Y Combinator

When investing, it's important to be clear about your criteria and what would convince you to take the risk, especially if you're the only investor at that moment.

PS

Peter Singlehurst

03/19/25

@ 20VC with Harry Stebbings

When investing, you predict future outcomes and sometimes take on uncertainty, which can lead to negative results that are part of the investing process.

YC

Y Combinator Cast

03/07/18

@ Y Combinator

As an investor, one of the worst things you can do is follow the crowd; the best investment decisions are often those that others overlook.

PB

Paul Buchheit

03/07/18

@ Y Combinator

It's important to learn from past mistakes while also being cautious not to let those experiences overly influence future investment decisions.

KG

Ken Griffin

05/01/25

@ Stanford Graduate School of Business

Legendary investors recognize their advantages and act decisively, while also being able to move on from mistakes without emotional attachment, viewing losses as learning experiences.

DC

Dalton Caldwell

03/07/18

@ Y Combinator

Having personal conviction about your investments is crucial, as it allows you to withstand scrutiny and potential embarrassment from others questioning your choices.

DC

Dalton Caldwell

03/07/18

@ Y Combinator

If you're unsure about an investment, it's better to be decisive rather than flip-flopping on your decision.

RD

Ray Dalio

02/07/25

@ Peter H. Diamandis

Investors should be cautious about taking on too much debt and should plan for realistic growth to navigate potential economic downturns.