High Signal Podcasts Evidence ledger
Method
Browse
How the evidence works

Public evidence record

Casey Winters

Published podcast speaker

Claims
34
Episodes
2
Shows
1
Named items
0

Claim ledger

What Casey said.

34 transcript-backed records

02 / belief

Whereas, if you get the hard part done upfront, it opens up a lot of amazing adjacencies, different ways to grow. I think there's definitely truth in that statement.

“Whereas, if you get the hard part done upfront, it opens up a lot of amazing adjacencies, different ways to grow. I think there's definitely truth in that statement.”
Speaker
Casey Winters
Publisher
Lenny's Podcast

05 / belief

Some things I pay attention to is if they're talking about solutions that are going to take a long time to get signal from, whether it's months and months of engineering time before you actually see the impact on users or the business, I think that's always great.

“Some things I pay attention to is if they're talking about solutions that are going to take a long time to get signal from, whether it's months and months of engineering time before you actually see the impact on users or the business, I think that's always great.”
Speaker
Casey Winters
Publisher
Lenny's Podcast

06 / belief

I think Zillow is really interesting in that a real estate listing site is not particularly an interesting product, but the ability of saying, very rarely do both sides of this network, people who are buying homes and selling homes need to connect, but I can find a way for the brand to connect with both of them by giving real time pricing information on the value of homes, and that creates a much stickier product for both sides.

“I think Zillow is really interesting in that a real estate listing site is not particularly an interesting product, but the ability of saying, very rarely do both sides of this network, people who are buying homes and selling homes need to connect, but I can find a way for the brand to connect with both of them by giving real time pricing information on the value of homes, and that creates a much stickier product for both sides.”
Speaker
Casey Winters
Publisher
Lenny's Podcast

10 / belief

OpenTable promised both a SaaS tool that would help you understand what tables are open and where to seat people, so for the host in the front of the house in a restaurant, but also bring in additional reservations to fill up your restaurant. Because I think what people misunderstand about restaurants is they're, "Oh, these restaurants are these incredibly low-margin businesses.

“OpenTable promised both a SaaS tool that would help you understand what tables are open and where to seat people, so for the host in the front of the house in a restaurant, but also bring in additional reservations to fill up your restaurant. Because I think what people misunderstand about restaurants is they're, "Oh, these restaurants are these incredibly low-margin businesses.”
Speaker
Casey Winters
Publisher
Lenny's Podcast

11 / belief

I think you overestimate my importance or awareness in the community. I think most people have no idea who I am when they start talking to me.

“I think you overestimate my importance or awareness in the community. I think most people have no idea who I am when they start talking to me.”
Speaker
Casey Winters
Publisher
Lenny's Podcast

12 / belief

Faire is a company I advised more recently that I think has unlocked this model in the reverse, where Faire is a wholesale marketplace between independent retailers and brands so that you could sell products at these retailers, like a boutique in your local neighborhood.

“Faire is a company I advised more recently that I think has unlocked this model in the reverse, where Faire is a wholesale marketplace between independent retailers and brands so that you could sell products at these retailers, like a boutique in your local neighborhood.”
Speaker
Casey Winters
Publisher
Lenny's Podcast

13 / uncertainty

I don't know how many of you have heard it, but it's about a group of college kids who graduate, but they just decide not to leave campus and start their lives, and they just stick around campus.

“I don't know how many of you have heard it, but it's about a group of college kids who graduate, but they just decide not to leave campus and start their lives, and they just stick around campus.”
Speaker
Casey Winters
Publisher
Lenny's Podcast

14 / belief

I think the main way this happens with cross-side network effects that we typically talk about for marketplaces is when a disruptor dramatically expands selection.

“I think the main way this happens with cross-side network effects that we typically talk about for marketplaces is when a disruptor dramatically expands selection.”
Speaker
Casey Winters
Publisher
Lenny's Podcast

15 / preference

I think another thing that was working pretty well before the pandemic in building disrupters was focusing on the pickup use case, which DoorDash cannot do as easily.

“I think another thing that was working pretty well before the pandemic in building disrupters was focusing on the pickup use case, which DoorDash cannot do as easily.”
Speaker
Casey Winters
Publisher
Lenny's Podcast

17 / recommendation

I think if you do state your point, you've actually built up the expertise, you're confident and you are refuted for whatever reasons, you have to find ways to be contrarian and prove you're right.

“I think if you do state your point, you've actually built up the expertise, you're confident and you are refuted for whatever reasons, you have to find ways to be contrarian and prove you're right.”
Speaker
Casey Winters
Publisher
Lenny's Podcast

18 / prediction

What that means is you need higher user-based retention than B2B SaaS businesses with more unpredictable users, and it's a lot higher than, I think, founders tend to think.

“What that means is you need higher user-based retention than B2B SaaS businesses with more unpredictable users, and it's a lot higher than, I think, founders tend to think.”
Speaker
Casey Winters
Publisher
Lenny's Podcast

19 / evaluation

This is something I started noticing while managing PMs and product designers at Eventbrite, and it's now coming up with Whatnot as I help them hire new PMs, is the environment in which a lot of product managers have come up is very distorted from when you and I started doing this kind of work. I think we used to always describe PMs as this gang of misfits.

“This is something I started noticing while managing PMs and product designers at Eventbrite, and it's now coming up with Whatnot as I help them hire new PMs, is the environment in which a lot of product managers have come up is very distorted from when you and I started doing this kind of work. I think we used to always describe PMs as this gang of misfits.”
Speaker
Casey Winters
Publisher
Lenny's Podcast

20 / recommendation

I think some mistakes I made early that I corrected successfully is you want to show that you are caring and paying attention to the overall business first before just taking care of your own product designers, product managers, researchers, whoever.

“I think some mistakes I made early that I corrected successfully is you want to show that you are caring and paying attention to the overall business first before just taking care of your own product designers, product managers, researchers, whoever.”
Speaker
Casey Winters
Publisher
Lenny's Podcast

21 / evaluation

Then when you start scaling the company because you found product-market fit, it's the first time that founders run into this classic problem of what got you here won't get you there.

“Then when you start scaling the company because you found product-market fit, it's the first time that founders run into this classic problem of what got you here won't get you there.”
Speaker
Casey Winters
Publisher
Lenny's Podcast

22 / evaluation

All of these are examples of SaaS businesses that in providing a SaaS service, deal with the customer and the customer's customer. That makes it a lot easier because you already have a relationship.

“All of these are examples of SaaS businesses that in providing a SaaS service, deal with the customer and the customer's customer. That makes it a lot easier because you already have a relationship.”
Speaker
Casey Winters
Publisher
Lenny's Podcast

24 / evaluation

The more scale you have tends to be you have less sophisticated customers because you're generally like a consumer thing where the customers are rational.

“The more scale you have tends to be you have less sophisticated customers because you're generally like a consumer thing where the customers are rational.”
Speaker
Casey Winters
Publisher
Lenny's Podcast

26 / prediction

That could be personalized results in the case of Pinterest or in the case of Eventbrite, better targeting data for advertising to find people who are more likely to be interested in your event. And I think especially with Facebook and Apple's platform changes your product being able to generate its own data, versus just relying on the big platforms to do all the work for you.

“That could be personalized results in the case of Pinterest or in the case of Eventbrite, better targeting data for advertising to find people who are more likely to be interested in your event. And I think especially with Facebook and Apple's platform changes your product being able to generate its own data, versus just relying on the big platforms to do all the work for you.”
Speaker
Casey Winters
Publisher
Lenny's Podcast

27 / evaluation

The idea is that some of the most impactful projects that product teams can work on at scale, not early stage startups per se, but at scale are the hardest to measure. And because of that, they just get chronically underfunded.

“The idea is that some of the most impactful projects that product teams can work on at scale, not early stage startups per se, but at scale are the hardest to measure. And because of that, they just get chronically underfunded.”
Speaker
Casey Winters
Publisher
Lenny's Podcast

28 / commitment

What I'm working on a lot now is trying to have more of a scaled approach to training this type of upward communication. And what types of frameworks, what types of structure tend to work for Eventbrite and making sure that everyone on my team is just really well versed in that and comfortable in it because of course, confidence projection is a key part of these types of meetings as well.

“What I'm working on a lot now is trying to have more of a scaled approach to training this type of upward communication. And what types of frameworks, what types of structure tend to work for Eventbrite and making sure that everyone on my team is just really well versed in that and comfortable in it because of course, confidence projection is a key part of these types of meetings as well.”
Speaker
Casey Winters
Publisher
Lenny's Podcast

29 / evaluation

I think the other area to think about is when you're an early stage company, everything you're doing is trying to drive upside, like trying to drive growth in some way, it could be short term or long term, but you're trying to drive real growth for the business.

“I think the other area to think about is when you're an early stage company, everything you're doing is trying to drive upside, like trying to drive growth in some way, it could be short term or long term, but you're trying to drive real growth for the business.”
Speaker
Casey Winters
Publisher
Lenny's Podcast

30 / commitment

First off, when you think about what's the job, the way I think about it is I'm responsible for leading and facilitating the development of products and features that deliver value for Eventbrite's customers that will translate into value for the business.

“First off, when you think about what's the job, the way I think about it is I'm responsible for leading and facilitating the development of products and features that deliver value for Eventbrite's customers that will translate into value for the business.”
Speaker
Casey Winters
Publisher
Lenny's Podcast

31 / preference

Coda's a company that's actually near and dear to my heart because I got to work on their launch when I was at Greylock. But in terms of what I love about it, I love loops and Coda has some of the coolest and most useful content loops I've seen.

“Coda's a company that's actually near and dear to my heart because I got to work on their launch when I was at Greylock. But in terms of what I love about it, I love loops and Coda has some of the coolest and most useful content loops I've seen.”
Speaker
Casey Winters
Publisher
Lenny's Podcast

32 / evaluation

Progressive disclosure doesn't work that well either because in many of these cases, we never want certain types of users to find the more advanced stuff, it's just going to confuse them.

“Progressive disclosure doesn't work that well either because in many of these cases, we never want certain types of users to find the more advanced stuff, it's just going to confuse them.”
Speaker
Casey Winters
Publisher
Lenny's Podcast

33 / preference

I'm not against the concept of a marketing ops role or a product ops role, we have a product ops team at Eventbrite, but as someone who ran a double digit million marketing budget at GrubHub without marketing ops, because we invested in automation and we invested in process, it scares me when the first tactic people go to is to add people to help scale.

“I'm not against the concept of a marketing ops role or a product ops role, we have a product ops team at Eventbrite, but as someone who ran a double digit million marketing budget at GrubHub without marketing ops, because we invested in automation and we invested in process, it scares me when the first tactic people go to is to add people to help scale.”
Speaker
Casey Winters
Publisher
Lenny's Podcast

34 / preference

Not as many as we would like to recruit, so as a product leader, if I'm airing on the side of which side of the spectrum I want people from, I generally will take people who are good at execution over people who are good at generating ideas, because of course there's always too many good ideas that a company need to focus and execute well on the best ones.

“Not as many as we would like to recruit, so as a product leader, if I'm airing on the side of which side of the spectrum I want people from, I generally will take people who are good at execution over people who are good at generating ideas, because of course there's always too many good ideas that a company need to focus and execute well on the best ones.”
Speaker
Casey Winters
Publisher
Lenny's Podcast
Search evidence