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I vastly prefer Larry McEnerney’s lecture The Craft of Writing Effectively:

https://www.youtube.com/watch?v=vtIzMaLkCaM

In particular, he disagrees with this article about outlines.

This is one of the best – maybe the best – videos I've seen on effective writing. I rewatch it every couple months.

In which bit of the lecture does he talk about outlines?

Outlines are mentioned about six minutes into the talk, but it is, IMHO, heavy with context, so I strongly suggest you simply watch it from the beginning.

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