Ah, no no, not that sort of fail. I mean the sort of "fail" that failblog deals with (which your friend doesn't even list except to say it's a joke); the sort of "fail" that banks and post offices and ordinary people perpetrate on a daily basis; the sort that is without personal blame, it's more like a kind of ambient fallibility in things that are made by human beings. The sort of "fail" your friend seems to be primarily talking about is the sort where you have to get your privilege checklist tattooed across your face before people will believe you're not Hitler, and even then they won't be sure. I wouldn't dream of trying to write a book about that, because I'd get burned at the stake.