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Dalton Caldwell

03/07/18

@ Y Combinator

When you lose faith in a company after agreeing to invest, it's important to assess the situation on a case-by-case basis, especially if there's evidence of deception or misconduct.

Video

Dalton Caldwell - Startup Investor School Day 2

@ Y Combinator

Dalton Caldwell - Startup Investor School Day 2

03/07/18

Related Takeaways

Y Combinator Cast

03/07/18

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Personal conviction is vital in making investment decisions; if you don't truly believe in the investment, it will be challenging to commit fully.

Ray Dalio

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Investing in character and reputation is vital; a company can fail, but maintaining integrity is crucial for future opportunities.

Elad Gil

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Investors should be diligent in choosing whom to work with, as some well-known investors can be problematic and may not have the founders' best interests at heart.

Paul Buchheit

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When you identify a promising company, be decisive; either invest quickly or risk losing the opportunity.

Y Combinator Cast

08/18/23

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As a founder, it's important to believe the 'no' from investors but not necessarily the reasons behind it, as they often lack transparency.

Dalton Caldwell

03/07/18

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

Y Combinator Cast

01/27/22

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Taking money from investors comes with accountability; if a startup fails to deliver, it can lead to lasting damage to the founder's reputation.

Marc Andreessen

06/11/25

@ Uncapped with Jack Altman

When evaluating seed investments, we often face conflicts about whether we are fully convinced that a startup will succeed, which can create emotional debates among investors.

Dalton Caldwell

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@ 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.