enterprise software
13 statements across 11 episodes · 1 bullish · 6 bearish · 4 people on the record · first statement Dec 7, 2020 by Bernadette Kevins · across every show →
Everything said about enterprise software, oldest first
Dec 7, 2020 bearish
Kevins: 95% of enterprise users require direct sales and IT support
“No, five percent of people will see it, realize it, and adopt it, and be able to get the company to buy it. The other 95% of people, you need to tell them it exists, you need to tell them why, and then you need to help them work out how on earth they're going …”
Dec 22, 2020 neutral
Jun 29, 2021 negative
Jul 5, 2021 neutral
Cowan-Brown: Digital transformation lacks a clear definition beyond minor changes
“I don't feel like we have a uniform definition of what we mean by digital transformation. I've seen it used in a variety of different places, but actually More often than not, I'm not seeing it attached to enterprise software. I see it attached to a variety of…”
Nov 8, 2021
Nov 8, 2021 bullish
Evans: Boring enterprise SaaS will out-mint Web3 billion-dollar companies
“While tech is obsessed with Web three and metaverse, There's going to be an awful lot of billion dollar companies that do something that sounds really boring until you describe what it is and you think, oh yeah, I can see how that would be useful.”
Jan 29, 2024 bearish
Evans: Enterprise AI deployment takes three years, not three months
“This stuff does, yes, this stuff happens for the sake of argument, but it does not happen in three months or three, it takes three years. The deployment for that is going to take, yes, the actually turning it into software that's not just ChatGPT.”
Apr 1, 2024 negative
Evans: Bottom-up software adoption caps at 5-10% TAM before needing enterprise sales
“And there's been like two things in the history of enterprise software. This has worked. I mean, one of them is Slack and I forget what the other one is. And what happens is you get to like five or 10% of your tan, and then you run out of the kind of people wh…”
Apr 16, 2026 neutral
Jul 15, 2026 negative
Jul 24, 2026 neutral
Evans: Very few enterprise software tools spread organically via network effects
“Slack had a network effect in that One team would use it, and then someone was working with that team, so they would use Slack, and then their team would use it, and then they, so it would kind of spread organically. There were very, very few pieces of enterpr…”
Jul 24, 2026 negative
Evans: Making tool-creation easier will not turn enterprise employees into builders
“You're not the right person to see all of those problems. You're also not the right person to get everybody to use this. And so there's just this kind of huge gap between we give everyone a tool that can make stuff, and therefore everyone is going to make new …”
Aug 16, 2026
Evans: Ubiquitous enterprise tech efficiency gains get competed away in price
“We'll all get some cost savings out of it and some efficiency gains that will get competed away in price because we're all doing it. And at the end of the day, as long as you don't screw it up, this doesn't change the competitive dynamics. Very much.”