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iPhone owners say the latest iOS update is resurfacing deleted nudes
(www.theverge.com)
This is a most excellent place for technology news and articles.
Information theory aside: In practice all because you can't write bit-by-bit and if you leave full bytes untouched there still might be enough information for an attacker to get information, especially if it's of the "did this computer once store this file" kind of information, not the actual file contents.
If I'm not completely mistaken overwriting the file once will be enough to prevent recovering with logical means, that is, reading the bits the way the manufacturer intended you to, physical forensics can go further by being able to discern "this bit, before it got overwritten, was a 1 or 0" by looking very closely at the physical medium, details on how much flipping you need to defeat that will depend on the physical details.
And I wouldn't be too terribly sure about that electro magnet you built into your case to erase your HDD with a panic button: It's in a fixed place, will have a fixed magnetic field, it's going to scramble everything sure but the way it scrambles is highly uniform so the bits can probably be recovered. If you want to be really sure buy a crucible and melt the thing.
Also, may I interest you in this stylish tin-foil hat, special offer.