Risk
topic on 13 shows · 15 statements across 15 episodes · said 7 times in 6 episodes since 2016
No Priors 2 
20VC 2 
Acquired 1 
Founders 1 
My First Million 1 
the Y Combinator Startup Podcast 
the Knowledge Project 
Lenny's Podcast 
the Neon Show 
Invest Like the Best 
Sourcery 
Capital Allocators 
How I Built This
Mentions by year, every show
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20VC 2No Priors 2Acquired 1My First Million 1Founders 1
2025 2 mentions in 2 episodes 1 per episode
2024 2 mentions in 2 episodes 1 per episode
2023 2 mentions in 1 episode
every mention on every show, scene by scene, with the transcript →
15 statements about Risk, every show
Kaz Nejatian: Delaying decisions to gather facts almost always increases risk
“I think it almost always does the opposite. Like, there are very few decisions that gathering more facts Will help.”
Kareem Amin: True risk requires genuine uncertainty and potential for shame
“For me, at least, my definition of risk, or how I've experienced it, is you need to not know what's going to happen genuinely, so you're gonna discover something new, and you also need to have, I think it needs to be coupled with a high potential for shame. It…”
O'Driscoll: Private equity losses will reduce LP appetite for venture risk
“If the safe part of the business takes some significant hits, it, you know, it's definitely going to reduce the appetite for risk.”
Nejatian: Waiting does not reduce risk in business decision-making
“I also think that like people misprice risk in their head and they think waiting reduces risk. And in my experience, it just fucking doesn't. Like, it doesn't, right? All it does is take time away from time you could be spending doing other things.”
AI tools will blur lines across legal, risk, engineering, and design
“And I think that speaks to how these roles are going to evolve in the future. The lines are going to be blurred between whether you're in legal or in risk or in engineering and design even.”
Ramaswamy: Personal Wealth Makes Leaders Callous and Overly Risk-Tolerant
“No. I mean, I think it can make them, ah, callous. It can make them a little too tolerant of massive amounts of risk.”
Housel: Risk and luck are external factors that outweigh intentional action
“I actually think that risk and luck are virtually the same things, just in opposite directions. Risk and luck, the definition that I would give to both of them are, there are things that can happen outside of your control that have a bigger influence on outcom…”
Housel: True risk is an unanticipated event forcing an adverse decision
“My basic definition of risk is something that you did not anticipate that's going to force your hand in a bad direction between now and the end of your time horizon.”
Solomon: Acknowledging High Risk Drives Non-Conformist Problem Solving
“When you understand that the risk is high, you are more likely to take steps that are going to be non-conformist and non-conformal, and you're going to think about the problem in a different way.”
Chopra: The more complex a financial instrument sounds, the riskier it is
“The more complex something sounds, the riskier it is.”
Trussell: Taking entrepreneurial risks is not risky when you have nothing
“You have to have the ability, though, and the mindset to take risks, but when you don't have anything, it's not so risky if you think about it.”
Schwarzman: True entrepreneurs hate taking risks and only bet on sure things
“Entrepreneurs don't really like taking risk. People who write about them and report on them think they're taking risk, but the person who's actually betting their life really thinks it's going to work, or else why would you bet your life?”
Marks: Risk Is Probability of Bad Outcomes, Not Volatility
“Now, I don't think volatility is risk. I think risk is the probability of bad outcomes.”
Altman: Humans Focus on Short-Term Catastrophes Over Long-Term Chronic Risk
“We're very good at thinking about
Short-term catastrophic risk, and we're very bad about thinking about long-term chronic risk.”