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Older iPhones will probably be sought out by retro collectors in the future similar to how old game consoles and computers are collectible now. I remember when you couldn’t give away old DOS PCs and CRT monitors and now they are sought after by retro PC collectors. I could see the early skeuomorphic versions of iOS being sought after by collectors in the future. They’ll want to sideload old apps and tinker around with the OS which is a lot easier to do with a jailbreak.
The older versions of IE back in the Windows 9X era would essentially turn into Windows Explorer if you put a local file path into them. I remember using this exploit back in the day on our school computers that ran a locked down version of Windows where you couldn’t browse anything in Windows Explorer beyond your personal network folder. I found that by typing C:/ into the IE address bar it would turn IE into Windows Explorer mode and from there I had full access to the C drive and could even open up the folder tree sidebar thing and browse the local network, finding all sorts of folders that I wasn’t supposed to be able to access.