The Ledger

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Insight
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?…”
Ravi Gupta Apr 18, 2023 ▶ 15:28 Ravi Gupta: The Realities of Success
Insight
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…”
Ravi Gupta Apr 18, 2023 ▶ 48:03 Ravi Gupta: The Realities of Success
Insight
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…”
Ravi Gupta Apr 18, 2023 ▶ 49:04 Ravi Gupta: The Realities of Success
Insight
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…”
Ravi Gupta Apr 18, 2023 ▶ 16:17 Ravi Gupta: The Realities of Success
Insight
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.”
Ravi Gupta Apr 18, 2023 ▶ 51:12 Ravi Gupta: The Realities of Success
Insight
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.”
Ravi Gupta Apr 18, 2023 ▶ 25:57 Ravi Gupta: The Realities of Success
Insight
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.”
Ravi Gupta Apr 18, 2023 ▶ 27:09 Ravi Gupta: The Realities of Success
Insight
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…”
Ravi Gupta Apr 18, 2023 ▶ 29:23 Ravi Gupta: The Realities of Success
Insight
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…”
Ravi Gupta Apr 18, 2023 ▶ 39:15 Ravi Gupta: The Realities of Success
Insight
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…”
Ravi Gupta Apr 18, 2023 ▶ 45:43 Ravi Gupta: The Realities of Success
Insight
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.”
Ravi Gupta Apr 18, 2023 ▶ 1:15:11 Ravi Gupta: The Realities of Success
Insight
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.”
Ravi Gupta Apr 18, 2023 ▶ 1:19:36 Ravi Gupta: The Realities of Success
Insight
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,…”
Ravi Gupta Apr 18, 2023 ▶ 1:20:24 Ravi Gupta: The Realities of Success
Insight
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…”
Ravi Gupta Apr 18, 2023 ▶ 1:26:15 Ravi Gupta: The Realities of Success
Insight
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…”
Ravi Gupta Apr 18, 2023 ▶ 1:33:17 Ravi Gupta: The Realities of Success
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