Technology
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This one was recommended in a FOSS community: https://github.com/j0be/PowerDeleteSuite
Looks like a good tool as it mentions editing your comment before deleting them. Not sure if I recall correctly but I believe I heard Michael Bazzell in one of his podcasts mention something about editing your posts first (and allowing sometime for them to "bake in") before deleting the edited posts
Any idea how long the edits need to cook? Are we talking on the order of hours, days, weeks, or months?
Depends on your use case. If you just want the content removed from their database (assuming they aren't tracking versions or edits themselves) then a few hour bake is probably sufficient. Realistically probably good to delete immediately after the edit, but better to be safe and wait.
The more difficult to quantify problem are reddit content sucker's that have copied content from reddit, and there maybe no deleting from those unless they refresh data directly which is unlikely.
Make sense. Deleting a post probably just toggles a 'deleted' flag in the database and doesn't touch the post contents. Writing over the comment, however, would actually change the data. Then you can proceed to delete it.
I used that to wipe my account.. got like 10 automod messages complaining about it lol