Andy Rachleff

12 statements across 2 episodes · 3 bullish · 3 bearish · 2 people on the record · first statement Jan 2, 2019 by Andy Rachleff · said 9 times in 5 episodes since 2019 · across every show →

On the record as a speaker too: Andy Rachleff's record, appearances and statements → this page counts the times other people say the name.

Mentions by year

brought up most by Marc Andreessen (5), Martin Casado (1), Jeff Jordan (1), Ben Horowitz (1), Alex Rampell (1)

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2025 8 mentions in 4 episodes 2 per episode
2019 1 mention in 1 episode

every mention, scene by scene, with the transcript →

Everything said about Andy Rachleff, oldest first

Jan 2, 2019
Disclosure
Rachleff: 60 VCs, including himself, rejected Veritas before its $1B success
“Now, Mark hates venture capitalists because the company that he grew to be a billion dollar business actually was very, very hard to finance, and I think 60 venture capitalists, including myself, turned him down.”
Andy Rachleff Jan 2, 2019 ▶ 6:12 a16z Podcast | From Teaching Leadership to Being a Leader
Jan 2, 2019 negative
Assertion Supported
Rachleff: Investment experts cannot consistently outperform the market
“So there is a tremendous amount of research that has been published that shows that even the experts can't pick stocks to outperform the market.”
Andy Rachleff Jan 2, 2019 ▶ 15:12 a16z Podcast | From Teaching Leadership to Being a Leader
Jan 2, 2019
Insight
Andy Rachleff: Transactions cannot close without creating a fear of loss
“If you can't create a fear of loss, you're never gonna close the transaction.”
Andy Rachleff Jan 2, 2019 ▶ 14:43 a16z Podcast | From Teaching Leadership to Being a Leader
Jan 2, 2019 negative
Opinion
Rachleff: Only five investors worldwide can successfully time the market
“You cannot time the market. There are probably five investors in the entire world who are good at timing the market.”
Andy Rachleff Jan 2, 2019 ▶ 16:49 a16z Podcast | From Teaching Leadership to Being a Leader
Jan 2, 2019
Insight
Rachleff: Board Members Should Evaluate Product-Market Fit, Not Operational Details
“It's not my job to find issue with any of the particular things that they do. They're closer to the business than I. It's my job to determine, one, do they have product market fit, to hold a mirror up to them so they can be intellectually honest about their pr…”
Andy Rachleff Jan 2, 2019 ▶ 7:25 a16z Podcast | From Teaching Leadership to Being a Leader
Jan 2, 2019 negative
Assertion Supported
Rachleff: Wealthfront's main competitor abandoned pure software for human advisors
“So even our closest competitor, which was pure software, has given it up, and they now have married advisors or planners to their software.”
Andy Rachleff Jan 2, 2019 ▶ 18:55 a16z Podcast | From Teaching Leadership to Being a Leader
Jan 2, 2019
Insight
Rachleff: Entrepreneurs mistakenly assume competitors will immediately copy their innovations
“One of the biggest mistakes that entrepreneurs make is thinking that everyone, that once others see what you're doing, of course they're going to drop what they're doing and do what you're doing. It doesn't work that way.”
Andy Rachleff Jan 2, 2019 ▶ 17:48 a16z Podcast | From Teaching Leadership to Being a Leader
Jan 2, 2019
Insight
Rachleff: Executive Experience Does Not Help VCs Predict Startup Success
“Because the skills that you develop as an operating executive have nothing to do with identifying which company might succeed.”
Andy Rachleff Jan 2, 2019 ▶ 6:48 a16z Podcast | From Teaching Leadership to Being a Leader
Jan 2, 2019 positive
Assertion Not checkable as stated
Rachleff: Letting negotiation partners set fair terms works 90% of the time
“And I found in my life that treating every negotiation that way works out 90% of the time.”
Andy Rachleff Jan 2, 2019 ▶ 13:25 a16z Podcast | From Teaching Leadership to Being a Leader
Jan 2, 2019 positive
Prediction Not checkable as stated
Rachleff: Wealthfront will deliberately alienate non-target users to serve core customers
“We will purposely piss people off With what we do if it serves our core target audience.”
Andy Rachleff Jan 2, 2019 ▶ 21:07 a16z Podcast | From Teaching Leadership to Being a Leader
Jan 2, 2019 positive
Insight
Rachleff: Prefer superb product for 70% over average for 100%
“I'd rather that we build something that's great or superb for 70% of our clients and shitty for 30 than something that's pretty good for a hundred.”
Andy Rachleff Jan 2, 2019 ▶ 20:22 a16z Podcast | From Teaching Leadership to Being a Leader
Apr 29, 2025 neutral
Assertion Not checkable as stated
Andreessen: Venture capital has always been structurally overfunded
“Basically, for as long as he had been in the field, I think you know, going back, you know, going back now decades, you know, he said, basically venture has always been over, over, Overfunded as an asset class. There's really never been a time in which vendor …”
Marc Andreessen Apr 29, 2025 ▶ 1:12:25 How Andreessen Horowitz Disrupted VC & What’s Coming Next
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