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thelomen comments on Write down your basic realizations as a matter of habit. Share this file with the world. - Less Wrong
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I have implemented this idea using Anki. A benefit of this implementation is that, instead of being exposed to the insights at semi-random times, you get to see them more or less often depending on past ratings.
That makes sense, I however try to keep my new cards low as I'm mostly bulking academic content and vocabularies. I still recall the first month with Anki, where the planning fallacy had me learn so many new cards that I was stuck within 2 weeks with something like a 2 hour deck, which then luckily eased off to a more sensible 35 minute deck I could squeeze in to my day.
How about rabidly deleting things you think aren't that useful? I feel good about deleting stuff in Anki, because I tell myself it's a good habit to have.
I do this often, and over time. I've noticed quite a bit of digital pack rat genetics in myself, not just related to Anki but data in general. Over this December holiday I reindexed and cleared out over 16 years of digital projects, I was amazed at the amount of things I thought I'd have use for again at some point.
What was however fun, was seeing how I've grown as a programmer and developer.
With Anki, I do it gladly, every note deleted with no practical value, saves me first the cognitive overhead and stress of review and second all those wasted little future times. With things like Coursera material, I've found that some information loses it value for me over time, so I might keep a personal note deck then, but export it, if I wanted to glance over it in future.