Is there a brute force list out there that tires all the words (from diceware lists) that people are more likely to choose, and in the orders that they would choose them, etc, first? Its does seem very hard to quantify how much you lose by cycling through passphrases until you get one that feels like you could remember it. Personally I just make very long passphrases, and memorize them to tunes of songs. Its good typing practice everytime I boot up. Three times wrong and you have to restart.