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There was a similar idea floated by Yehuda Katz by putting a "cruft" file in a source-code repository that lists all the crufty things that need to be taken care of.

Personally I like it, while some people like putting TODOS in the code (and I do it as well) having a specific cruft file (or shame.css) allows you to put in non-code related stuff and comments at a more over-arching level.

Personally, I use an Org Mode file, which allows me to organize crufty stuff, design/architecture overview, and future goals all in one place.

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