Ravi Gupta
Partner, Sequoia Capital · 2 appearances on the record.
computed by AI from the episodes · how this works → · full disclaimer →
investorexecutiveoperator@GuptaRK22 ↗rkg.blog ↗
Ravi Gupta is a venture capitalist at Sequoia Capital focusing on growth-stage consumer, internet, and fintech investments. He previously served as the Chief Operating Officer and Chief Financial Officer of Instacart and worked for a decade at KKR.
26statements → 2claims → 0claims resolved → 3.81/5average certainty → 2.23/5average debate potential → ≈4.0/5argument clarity, estimated →
1 not yet assessed 1 not checkable as stated how the 2 claims stand · each chip opens the sources
2 assertions · 4 opinions · 15 insights · 5 disclosures · every statement was checked. The predictions and assertions are the 2 claims: statements the public record can support or contradict. 0 are resolved, 1 is not yet assessed, and 1 names no date, number or outcome precise enough to check. Everything else (opinions, insights, what ifs, disclosures) can never be settled by the record, so it carries no assessment.
The record, in short
What the tape says about how Ravi argues and how the claims held up. Everything they said, and everything said about them, is in the tabs below.
How they sound: not measured why? →
We measure speaking style by listening to the audio itself, and a fair number needs at least 2,000 words from one person on tape we have measured. There is too little of Ravi Gupta on measured tape to publish a rate. This says nothing about how they speak.
Everything Ravi Gupta said on the Knowledge Project that made the record, most notable first. Filter by type, assessment or year in the ledger →
Gupta: Eliminating Advanced Tracks for Equality Mistreats High-Performing Individuals
“Well, I think it's also to your point, Shane, you know, even when people say equality, it really is mistreating the kid that's better at something. Why do they not get to be challenged? If you really think about it, why do they not get to enjoy school anymore?…”
Gupta: VCs sent wrong signals for years by inflating startup valuations
“Investors, you know all of us, we sent many of the wrong signals for a couple of years where people were rewarded. And so they could look at something of like, what are you talking about? My business keeps on getting valued higher and higher and higher.”
Gupta: Leaders Should Prioritize Hiring the 5% Who Drive 90% of Value
“And I think that eighty-twenty is conventional, five-ninety, not conventional. But my experience is closer to yours. And that is one aspect where if you think about what that means time wise, it means if you can get one of those five, right, you should spend a…”
Gupta: Rigid compensation bands harm retention of top performers
“Think about comp systems. Think about the number of times that you'll be in a company and somebody great will be like on the fence of staying. And you'll be like, well, could we do this on compensation? Could we do this on title? And they'll be like, well, the…”
Gupta: Google succeeds via its internet toll product, not internal processes
“I don't think that's the reason Google successful. I think the reason Google successful is because they have a product that you have to use. Most of the time you use the internet and they effectively get to charge you a toll every time you use it. And I think …”
Gupta: The Steve Jobs reality distortion field narrative harmed founders
“I'm sure you've heard about the Steve Jobs reality distortion field, right? I think that's actually been pretty negative overall to the like startup ecosystem, because I think that people have heard that as Steve Jobs didn't embrace reality and Steve Jobs I ac…”
Gupta: Shielding People From Merit Fails Because Reality Enforces Absolute Standards
“And it also is dishonest to the person, because at some point, you're going to have to pay the piper. At some point, the world will decide whether you are good enough for the thing the world is asking you to do. Whatever it is, like, no one's going to listen t…”
Gupta: Jobs's reality distortion field concept has harmed the startup ecosystem
“There are some who I think I'm sure you've heard about the Steve jobs reality distortion field, right? I think that's actually been pretty negative overall to the like startup ecosystem, because I think that people have heard that as Steve jobs, didn't embrace…”
Gupta: 'Quality Over Quantity' Is a Pernicious Myth for Parenting Young Kids
“I think with your kids, when they're young, I think the quality over quantity is a very pernicious thought because it allows you to not spend that much time with them and be like, oh, it's all good.”
Gupta: Investors harmed founders by rewarding paper valuations over financial performance
“Especially in the environment and look, you know, investors, you know all of us, we sent many of the wrong signals for a couple of years where people were rewarded. And so they could look at something of like, what are you talking about? My business keeps on g…”
Gupta: Re-accelerating Growth Once a Business Stalls Is Extraordinarily Difficult
“Growth is extraordinarily hard to come by once you've kind of stopped growing. It is so hard to get something to move up again.”
Gupta: Every Investment Decision Rests on Identifying Three Critical Assumptions
“Every time you make an investment, you are kind of thinking, here are the three things that need to go right in order for this thing to work.”
Gupta: Optimizing for Profitability Disconnects Entirely From Creating New Products
“You know, when you move away from growth, the way to improve the business is to optimize it. It's to optimize it so that you can get a little bit more profitability, a little bit more profitability, right? And you sort of start focusing on, and you bring in pe…”
Gupta: Maintaining Weight Requires 15 to 19 Healthy Meals Per Week
“There's 21 meals in a week, okay? He goes, if you want to lose weight, 19 or more of them have got to be good meals. If you want to maintain your weight, 15 to 19 of them are going to be good meals. And if you're less than 15, you're probably going to gain wei…”
Gupta: Instacart's decade of operational mistakes is a major competitive advantage
“What I would tell people when they would say, well, isn't the space competitive? I was like, yeah, of course it is. I was like, but guys, Instacart started in 2012. So at this point, you know, the company is, you know, 10 and a half years old. I was like, we'v…”
Gupta: Reaching the Professional Pinnacle Is Not Worth Sacrificing Family Presence
“If what it takes to be the best in the world at the thing that I'm doing is to lose some of those aspects that we're talking about, then I don't want it. You know, I hope I can be. I want, I am ambitious. I really want to go and try to do that. But, you know, …”
Gupta: Instacart Had Under One Year of Cash When He Joined
“Specifically at Instacart, you know, when I got there, we were losing a lot of money on every delivery. I was very concerned that we were going to go out of business and there was a genuine fear of our business is not going to exist. And so truly an existentia…”
Gupta: Operational execution awards no points for complexity or difficulty
“I always, one of the things I tell people who I work with you know, I'm like, guys, this is not gymnastics. There's no points for degree of difficulty. Let's just go, let's just get to the right answer.”
Gupta: Whole Foods represented 43% of Instacart's volume when Amazon acquired it
“When Amazon bought whole foods, that was a terrible moment for us at the time. We our blood competitor, who's known for annihilating everyone in their way buys our biggest partner who owns, who has responsible for 43% of our volume.”
Gupta: Top decision makers write private memos to expose their own weaknesses
“I think that, ah, the good ones, one, I think a lot of them use writing, just like you said. I think a lot of them write, and they kind of write for themselves. Because it reflects the it exposes the weaknesses of their process.”
Gupta: Great decision makers are impolite about whose advice they seek
“The second thing is they're actually pretty good at figuring out whose advice they want and whose advice they don't want. I think a lot of great decision makers, they are not polite when it comes to the decision. They just decide whose opinion they care about,…”
Gupta: Sequoia Capital Partner Meetings Have No Scheduled End Times
“So like our partner meeting times, they don't have an end time. There is no backend. They go as long as they go. And the, and that I think is a really thoughtful, small thing. They start in the morning because the same point, we all think we're better in the m…”
Gupta: Rigid agendas fail to reflect the varying importance of discussion points
“You have to be willing to release your agenda and just like kind of have the meeting that needs to be had because a lot of times people are just like, well, we're on .1, we gotta go to .2, we gotta move to .3. That's not the way that that doesn't reflect reali…”
Gupta: Reserving strong opinions for rare moments earns founders' attention
“And then once a year, when you say, please hear me, I think, I know I don't know as much about this as you do, but I really still feel like this is something we should do. They pay attention, right? They don't always do it, but you've earned the right for them…”
Appearances (2)
| Episode | Date | Speaking time |
|---|---|---|
| Best of 2023: Conversations of the Year | Dec 26, 2023 | 6m |
| Ravi Gupta: The Realities of Success | Apr 18, 2023 | 1h 12m |