This deserves a top-level comment. John Britton's NY Tech Meetup demo of Twilio[0] in 2010 is legendary. The CEO had been doing it in small groups for a little while, but the whole dynamic of it changed in such a large venue. Epitome of "show, don't tell." Hard to overstate what an impact it had on the company at the time (I think we were about 25 employees).
A great sign of this being a classic is that I have heard about this a dozen times before, but this is the first time I actually saw the video. Absolutely great demo, also because it’s so low profile: it’s the type of demo we can all imagine ourselves doing at a meetup, it’s not the kind of super-smooth demo that only a charismatic Steve Jobs-type personality can pull off.
It lets the product do the talking. But that’s also the caveat of this demo: it’s typically very difficult to figure out how to engage your audience in such a way with your product, and Twilio being in the mobile space makes that a lot easier.
Was one of the first I was going to mention. Being on the board of the NY Tech Meetup, and in the room for the demo, it was electric. Set the bar for every similar demo that followed.
Personally I saw Dropbox launch there and was blown away by it. The utter simplicity of the interface and just drag and dropping into a web page, for the time it was ground breaking. Iirc they were preceded by a guy demoing an alarm clock webpage and just the contrast was striking...
So much nostalgia. I feel like tech was so much more fun back then. I've been working for software companies for 15 years, it just felt more fun back then. Maybe I'm older and more jaded?
My theory is tech downturns are more fun because it flushes out the people who were only there for the money, leaving those truly passionate about technology.
But it’s also possible I’m just older and more jaded.
It’s funny, the impact this had internally. It’s like we all believed in what we were doing even more when we felt that magic. I hadn’t watched this again since it happened, still gave me chills.
Best way to get better is to just practice, practice and practice (if you want to get better). But even then, always have a snippet in some tab/window behind everything when you're presenting, so in case you get stuck, you can copy-paste a snippet you know is working. Also removes a bit of the edge as you know you have a backup.
[0]: https://avc.com/2010/08/how-to-pitch-a-product/