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DH

Drew Houston

02/24/17

@ Y Combinator

Healthy paranoia is essential; regularly reflect on what you wish you had done differently in the past to guide your future decisions.

Video

YC

Drew Houston : How to Build the Future

@ Y Combinator

02/24/17

Related Takeaways

DC

Dalton Caldwell

09/11/24

@ Y Combinator

A balance of paranoia can be beneficial, as it encourages caution and preparedness in an unpredictable world.

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.

YC

Y Combinator Cast

08/28/24

@ Y Combinator

Understanding the difference between public and private thoughts is crucial; knowing when to share can prevent future regrets.

AH

Alex Hutchinson

05/04/25

@ Chris Williamson

Optimism in the face of uncertainty can minimize regret and help you avoid looking back with disappointment.

YC

Y Combinator Cast

03/01/24

@ Y Combinator

Fear can cloud judgment and lead to poor decision-making; it's important to recognize this and not let it hinder your progress as a founder.

YC

Y Combinator Cast

03/03/22

@ Y Combinator

In situations involving legal or health-related decisions, it's crucial to overthink and ensure you're not making hasty choices that could have serious consequences.

CW

Chris Williamson Cast

04/01/25

@ Chris Williamson

It's important to maintain a general optimism about the future while being skeptical of specific opportunities, as this balance can help navigate the uncertainties of life.

YC

Y Combinator Cast

12/05/24

@ Y Combinator

It's important to explicitly discuss and understand the worst-case scenarios of taking risks, as this can help alleviate fear and clarify your options.

EM

Elon Musk

09/16/16

@ Y Combinator

When making decisions that others deem crazy, it's important to feel the fear but let the significance of the goal drive you to act anyway.