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Forgotten Knowledge Base
There's a lot of ancient wisdom in the minds of now aging engineers, who worked on pre-internet systems. Many of the lessons learnt can be applied to current and in-development systems, they are timeless.
The Computer History Museum conducts great Oral History interviews, but I'm not sure if it covers enough, or in-depth. Videos are also not easily to compact. Maybe I should work on something with the video captions?
Archive.org preserves some of the earliest websites.
Wikipedia does not have the right site format or philosophy for this. There's no place for personal stories and anecdotes, things that make projects human. Stackoverflow is probably closer, since the identity of the poster is well identified, but it isn't suited to longer conversation and repeated questions and answering. Maybe a subreddit/AMA format would be more fitting?
Example: http://www.folklore.org/