I feel like I'm missing something obvious...
What advantage does tails provide over booting a custom Windows xp live disk. I don't mean a standard Windows disk, but a custom xp version that would have tor browser, pgp encryption software, tor messaging and email software, etc.
I know it might not be as dummy proof, e.g. you could create unsecured connections much easier, but at the same time a Windows disk would prevent the trouble that can occur when the sys admin, network provider, etc can prove you we're using the tails os at a particular time and place.
Its like asking 'why buy a car, when I can just make one from this shovel'.