software

6 statements across 6 episodes · 1 bullish · 1 bearish · 6 people on the record · first statement Jun 22, 2023 by Tara Seshan · across every show →

Everything said about software, oldest first

Jun 22, 2023 neutral
Insight
Seshan: Early software versions are inherently bad and require user context to evaluate
“Like, software is never done, and software is always bad in the first version of it, and so with the assumption that you are looking at a bad piece of software because it's the first version that someone's built, it is very hard to evaluate a bad piece of soft…”
Tara Seshan Jun 22, 2023 ▶ 47:50 Lessons from Stripe on adding new products | Tara Seshan (Watershed, Stripe)
Aug 17, 2023 neutral
Opinion
Elliott-McCrea: Building businesses has gotten harder while software has gotten easier
“Building new businesses has gotten harder, even while software has gotten easier.”
Kellan Elliott-McCrea Aug 17, 2023 ▶ 58:30 How to supercharge your engineering org | Kellan Elliott-McCrea (Adobe, Dropbox)
Jan 25, 2024 bearish
Opinion
Building successful software is getting harder despite AI and modern tools
“No, I think it's getting harder, actually. Well, number one is because there's so many, when, back in the Barlow days, this is pre-web, this is software that you print on a disk and ship to humans, so you've got, you know, you're shipping it once a year, so th…”
Michael Lopp Jan 25, 2024 ▶ 7:52 The human side of world-class engineering leadership | Michael Lopp (Apple, Palantir, Slack)
May 30, 2024
Insight
Winters: Marketplaces win on liquidity and selection, not software features
“Marketplaces are not really usually winning on the software itself. Only if the software helps you find more selection on the demand side or brings you more money on the supply side.”
Casey Winters May 30, 2024 ▶ 15:31 How to build and scale winning marketplaces | Casey Winters (Eventbrite, Pinterest, Grubhub)
Jun 19, 2025 neutral
Insight
Cramer: Most software development is low-complexity code solving decades-old problems
“Software is not that hard most days. Most of what we build is, and this is why the code gen thing is fascinating because most of what we build is like really low complexity code. Like it's a registration form or something like that. It's not a hard problem. It…”
David Cramer Jun 19, 2025 ▶ 10:22 How rejecting conventional wisdom grew Sentry to a $3 billion company | David Cramer (Co-founder)
Nov 6, 2025 positive
Insight
Kanter: Software founders have more to learn from discount retail than other industries
“I think that there's more to learn from the category of discount retailing than there is, you know, in software than there is to almost any other category.”
Zack Kanter Nov 6, 2025 ▶ 52:55 How to build a company you’ll run forever | Zack Kanter (Founder and CEO of Stedi)
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