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Jeff Richards
Venture capitalist @notablecap, 2X founder, 4X dad, praying for @Dartmouth 🏀 return to Final Four *not investment advice *wrong often 🤞
The TSA Pre Clear line syndrome…

Sheel Mohnot4.8. klo 03.20
Could not agree more.
Airport lounges were supposed to be an escape from the chaos.
Now they are the chaos.

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So many thoughts here 😂

Chef Andrew Gruel31.7.2025
Core childhood memories
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Jeff Richards kirjasi uudelleen
More has changed about how I think about work just in the last year than the past 20 years combined. As we’ve been going AI-first at Box, here are a few examples of what I run into.
* Bias toward prototypes over a theory or pitch. My general expectation is that we should be seeing working examples of what’s possible or what we’re building far more than just talking about it or just jumping on a white board.
* Most projects are “going bigger”. In a world where you can design more, build more, and produce more content, there’s almost no scenario where you end up thinking small in a project. This is happening in marketing, product, sales, and more. Counterintuitively (to some), by AI allowing us to go bigger, we have actually hired in new roles we wouldn’t have justified before.
* The lines between classically defined roles are likely going to blur more and more. A designer can now be thinking more like a PM. A product marketer can do much more of the surrounding marketing functions and more. It’s sort of a race to see which roles bleed into others, and then what new types of roles emerge out of that in the process.
* I expect way more research to be done for almost any topic. I find myself asking “have we checked how the top 20 software companies are doing X?” in a ton of meetings. The expectation is that we should know vastly more about *everything*. This doesn’t change judgment and intuition, just adds more insight in the process.
* I will send off tasks to AI before I bug someone else on something relatively straightforward. If I need a piece of information in the business I can ask Box AI. If I need to research a topic, I can send off a deep research task to an agent. If I want to see a mock myself I can have AI design a quick example.
The aggregate result of all of this is just the expectation that everything should move faster and output should go up. We’ve effectively expanded the capabilities of the company overnight. It will be wild to see what this looks like in 5 years from now.
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