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Jason Droege

Published podcast speaker

Claims
19
Episodes
1
Shows
1
Named items
2

Books, apps, and tools

The evidenced stack.

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book / uses

Road Less Traveled

“Road Less Traveled, I've read more than once. I mean, it's just one of the classic human psychology book.”

Lenny's Podcast · 9 Oct 2025

Evidence receipt · Source ↗

book / recommends

Thinking Slow and Fast

“I would also recommend Thinking Slow and Fast, that's the... Yes.”

Lenny's Podcast · 9 Oct 2025

Evidence receipt · Source ↗

Claim ledger

What Jason said.

19 transcript-backed records

03 / belief

I mean, I think the really important, the reason why I'm doing this, the reason why want to spend time here outside of wanting to be on the show for a while and being a long-term listener is, our long-time listener, excuse me, is there's a lot of amazing work going on at Scale.

“I mean, I think the really important, the reason why I'm doing this, the reason why want to spend time here outside of wanting to be on the show for a while and being a long-term listener is, our long-time listener, excuse me, is there's a lot of amazing work going on at Scale.”
Speaker
Jason Droege
Publisher
Lenny's Podcast

04 / belief

Am I going to make money tomorrow? So the urgency, I think the biggest thing people miss when they're building new products is the urgency of the buyer part of it.

“Am I going to make money tomorrow? So the urgency, I think the biggest thing people miss when they're building new products is the urgency of the buyer part of it.”
Speaker
Jason Droege
Publisher
Lenny's Podcast

05 / belief

Despite my original story, it's the family treat in the house. I would say that that's probably the top thing that we order.

“Despite my original story, it's the family treat in the house. I would say that that's probably the top thing that we order.”
Speaker
Jason Droege
Publisher
Lenny's Podcast

06 / belief

Yeah, I think that's the story he would be referencing. And then, the onboarding of it was crazy because we basically went global with them in six months, and at this point the business was less than two years old.

“Yeah, I think that's the story he would be referencing. And then, the onboarding of it was crazy because we basically went global with them in six months, and at this point the business was less than two years old.”
Speaker
Jason Droege
Publisher
Lenny's Podcast

07 / belief

We have the AGI, everything is just going to become AGI, and then there's the skeptics, which is like, "Hey, this is all bunk, this is a bubble, et cetera." And of course, my view is most things are kind of like there's truth in between and some of the extreme parts of the extreme probably correct, but the reality is is that it's very hard to get machine critical use cases in agentic systems where agents are talking to agents to a level of accuracy that is necessary to accomplish a goal.

“We have the AGI, everything is just going to become AGI, and then there's the skeptics, which is like, "Hey, this is all bunk, this is a bubble, et cetera." And of course, my view is most things are kind of like there's truth in between and some of the extreme parts of the extreme probably correct, but the reality is is that it's very hard to get machine critical use cases in agentic systems where agents are talking to agents to a level of accuracy that is necessary to accomplish a goal.”
Speaker
Jason Droege
Publisher
Lenny's Podcast

08 / belief

I mean, that sounds like almost daft to say at this point in the market, but if you were to go back three years and think about that from a technological standpoint, a lot of things that we think are trivial now are very sophisticated, and it's a combination of, I mean, the real answer is it's a combination of computational power, model improvement, and data, and all three are getting better at once.

“I mean, that sounds like almost daft to say at this point in the market, but if you were to go back three years and think about that from a technological standpoint, a lot of things that we think are trivial now are very sophisticated, and it's a combination of, I mean, the real answer is it's a combination of computational power, model improvement, and data, and all three are getting better at once.”
Speaker
Jason Droege
Publisher
Lenny's Podcast

09 / commitment

I mean, more practically we will order mixed greens or tender greens or something like that on a day-to-day basis, but I think that the more notable, surprising thing is is that despite my initial aversion to working with a global chain, it's a good treat once in a while.

“I mean, more practically we will order mixed greens or tender greens or something like that on a day-to-day basis, but I think that the more notable, surprising thing is is that despite my initial aversion to working with a global chain, it's a good treat once in a while.”
Speaker
Jason Droege
Publisher
Lenny's Podcast

10 / recommendation

Look, if you want to give yourself the best chance, and this isn't always how it works, but if you're in my position 25 plus years in their career, if you want to give yourself the best chance, I think there's two ways that companies end up working out.

“Look, if you want to give yourself the best chance, and this isn't always how it works, but if you're in my position 25 plus years in their career, if you want to give yourself the best chance, I think there's two ways that companies end up working out.”
Speaker
Jason Droege
Publisher
Lenny's Podcast

11 / prediction

To make this tool better and better, you get to a certain limit with the models off the shelf, and actually the people inside of this healthcare system have to do their own labeling. So we talk about labeling for model builders, but we are starting to see the labeling move into enterprises and into governments because you can only get so far with off the shelf plus rag plus some fine-tuning based on recorded data.

“To make this tool better and better, you get to a certain limit with the models off the shelf, and actually the people inside of this healthcare system have to do their own labeling. So we talk about labeling for model builders, but we are starting to see the labeling move into enterprises and into governments because you can only get so far with off the shelf plus rag plus some fine-tuning based on recorded data.”
Speaker
Jason Droege
Publisher
Lenny's Podcast

12 / recommendation

You see this with researchers, because the market's moving so fast, you don't have time to train up some people, so you actually have to go find people either who have the right relationships with customers that you want to get or you have to, who might not check other boxes but are awesome at that, might not check the classic boxes that I think you're referencing of they're a problem solver, they can grow with the company, they have a high trajectory, et cetera.

“You see this with researchers, because the market's moving so fast, you don't have time to train up some people, so you actually have to go find people either who have the right relationships with customers that you want to get or you have to, who might not check other boxes but are awesome at that, might not check the classic boxes that I think you're referencing of they're a problem solver, they can grow with the company, they have a high trajectory, et cetera.”
Speaker
Jason Droege
Publisher
Lenny's Podcast

13 / evaluation

You might have a 70% gross margin now because the next question is why can't someone else do this? And if you have an answer of like, "Well, they can now, but they can't in two years, if we run really fast.

“You might have a 70% gross margin now because the next question is why can't someone else do this? And if you have an answer of like, "Well, they can now, but they can't in two years, if we run really fast.”
Speaker
Jason Droege
Publisher
Lenny's Podcast

14 / preference

I think the way that I look at it that might be additive to the discussion is I look at the underlying incentives of the customer.

“I think the way that I look at it that might be additive to the discussion is I look at the underlying incentives of the customer.”
Speaker
Jason Droege
Publisher
Lenny's Podcast

15 / evaluation

And so, what I did is I'm like, I was a golfer and frankly, there was nothing to do in tech. So I started selling golf clubs on the internet and I was making real money and I might've learned more from this business than any other because I started on eBay and I was 22, and I didn't really understand that my margins would come down because anyone can do this, but I was one of the first ones to do it, so I was making a ton of money and then I built this business and then I just failed to recognize I had a lot of hubris.

“And so, what I did is I'm like, I was a golfer and frankly, there was nothing to do in tech. So I started selling golf clubs on the internet and I was making real money and I might've learned more from this business than any other because I started on eBay and I was 22, and I didn't really understand that my margins would come down because anyone can do this, but I was one of the first ones to do it, so I was making a ton of money and then I built this business and then I just failed to recognize I had a lot of hubris.”
Speaker
Jason Droege
Publisher
Lenny's Podcast

16 / preference

And so, I keep a very, very wide aperture on ideas for as long as I can until I'm like, okay, everything is coalescing. And I think there's a bunch of reasons why you have to keep an open aperture on considering ideas that might seem bad at the start, but you just keep digging and see if you're right that they're bad or you're wrong.

“And so, I keep a very, very wide aperture on ideas for as long as I can until I'm like, okay, everything is coalescing. And I think there's a bunch of reasons why you have to keep an open aperture on considering ideas that might seem bad at the start, but you just keep digging and see if you're right that they're bad or you're wrong.”
Speaker
Jason Droege
Publisher
Lenny's Podcast

17 / recommendation

And then, I think in business, I think Good to Great. It's not the read that you're going to be most excited to enjoy on a vacation, but it's pretty much right, and I think we should take advice from people who have analyzed these business problems before because not a lot's changed, but we keep acting like everything's changed.

“And then, I think in business, I think Good to Great. It's not the read that you're going to be most excited to enjoy on a vacation, but it's pretty much right, and I think we should take advice from people who have analyzed these business problems before because not a lot's changed, but we keep acting like everything's changed.”
Speaker
Jason Droege
Publisher
Lenny's Podcast

18 / prediction

You can go from being a dog to being a hero in a very short period of time, but you're on this very, very long journey, but you have to survive for that condition to be met. And so, then the question is is when you're in a hype cycle, I would argue that we are right now, everyone wants to go for it and then go for it more and then go for it more and go for it more and you don't realize, guys, all of our customers are going to be around in five years.

“You can go from being a dog to being a hero in a very short period of time, but you're on this very, very long journey, but you have to survive for that condition to be met. And so, then the question is is when you're in a hype cycle, I would argue that we are right now, everyone wants to go for it and then go for it more and then go for it more and go for it more and you don't realize, guys, all of our customers are going to be around in five years.”
Speaker
Jason Droege
Publisher
Lenny's Podcast

19 / prediction

And then you're like, "Oh, okay." And sometimes it's like, we'll just make it up with volume and then the gross margin will go negative for a while and you're like, "Wait, this doesn't work.

“And then you're like, "Oh, okay." And sometimes it's like, we'll just make it up with volume and then the gross margin will go negative for a while and you're like, "Wait, this doesn't work.”
Speaker
Jason Droege
Publisher
Lenny's Podcast
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