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softwaredougtoday at 2:52 AM1 replyview on HN

When I write book chapters I write, throw away, write, throw away. Mostly with no a-priori outline

But eventually I get to a point where all the failed attempts crystallize and it flows out of me start to finish in one sitting. Every piece of knowledge from those failed attempts crystallizes into one gestalt of how it’s supposed to be.

Those final “easy” 20 pages always come after 100 pages of discarded, frustrating, exploratory work that feels like it’s going nowhere.

Also a deadline helps.


Replies

bccdeetoday at 5:48 AM

Yeah, one of the toughest but most rewarding lessons I've learned about writing is how valuable it can be to set aside your current draft and start from scratch.

It's very tempting to want to write an outline & then revise the outline until it's perfect, so that your first draft can be as solid as possible. That never works out well for me, though. It's only after I've written a substantial chunk of the thing that I realize half my ideas were bad and the other half are being poorly realized, and I start to understand the story I really want to write.

I'm very taken with this one HYTRADBOI talk [1] that applies a similar approach to software design. It's not something I've ever gotten a chance to apply, but it really appeals to me.

[1]: https://www.hytradboi.com/2025/03580e19-4646-4fba-91c3-17eab...