I still sometimes think of the miracle that is Undo Send in Gmail.

Michael Leggett announcing it in 2009:

This feature can’t pull back an email that’s already gone; it just holds your message for five seconds so you have a chance to hit the panic button. And don’t worry – if you close Gmail or your browser crashes in those few seconds, we’ll still send your message.

There’s so much cleverness hiding in here: recognizing that this particular flavour of l’esprit de l’escalier exists, shifting time from the past to the near future, the repurposing of the undo branding, the fallback if things go wrong.

There was, I imagine, even the challenge of having to forget about the previous version of this feature elsewhere, which were the awful emails with RECALL: in the title, which I think maybe only worked in Outlookk, if at all? (Everyone else suffered like green bubble people do today.) I don’t know. Sometimes the biggest hurdle to a great idea is blocking bad execution you already know from your head. On the other hand, sometimes someone else’s bad execution can be motivating.

I even think that not using ⌘Z for this was a clever idea. ⌘Z without text editing context/​focus can be really tricky. Do you remember when Safari had ⌘Z to bring back last closed tab before they came to their senses and used ⌘⇧T like Chrome?

It is sometimes harrowing when you want to click it Undo Send and just miss it – keyboard is more precise here – but not sure ⌘Z would register here. Even Esc would be tricky.

I miss when Gmail was in the “young and open to trying new things” phase.