19. The Jedi Council Allow Obi-Wan To Train Anakin - The Phantom Menace
Although apparently the wisest of the wisest Jedi all sit in a room and decide the fate of the galaxy, these apparently clever people decide that the best way to go about training the most potentially powerful Jedi in existence is to entrust him to the care of an experienced padawan who is just been forced out of the tutelage of Liam Neeson's Qui-Gon Jinn after his master was killed by Darth Maul. Literally every single person in the room, all of whom are Jedi Grand Masters apart from Qui-Gon, would be a more logical choice to train up the person who will apparently bring balance to the force and get rid of those nasty Sith types. Their stupid decision is certainly verified when Obi-Wan makes a mess of properly training Anakin and the latter is totally warped by Darth Sidious and ends up becoming Darth Vader, killing millions of people and causing despair and fear to become prevalent across the galaxy once more. Let us not forget that the Jedi Council also initially had reservations about training Anakin; if they decided to go with their gut and stick with their decisions, most of them probably wouldn't end dead a few years on.
18. Qui-Gon's Makes His Dying Wish For Obi-Wan To Train Anakin - The Phantom Menace
Unfortunately for absolutely everyone in the galaxy, the final desire of Jedi Master Qui-Gon Jinn is one that ultimately results in the creation of one of the most evil men in the entire galaxy. Despite the Jedi Council expressing their reservations about Anakin, Qui-Gon firmly believes in the young munchkin as the next big thing in the Jedi universe and - after being struck down by Darth Maul - simply insists that Obi-Wan must train Anakin before he kicks the bucket. Bear in mind that at the time Obi-Wan is merely a padawan and is totally unqualified for training Anakin, plus the warnings of Yoda and co and Anakin's clearly suspiciously-evil haircut, it'd be much easier for everyone if Qui-Gon just wanted one last kiss or something before he died.