Deliberate mistake: The shots of the prisoner skiff during the transport to the Sarlacc Pit are reversed. This can, for example, be seen as Chewie's bandolier is on the wrong side, and that Han's shirt is overlaying the wrong way.
Deliberate mistake: When Luke is to be executed, Jabba says, "Put him in", and there's a shot of the prisoner's skiff. The shot has been flipped, seen from the positions of Lando and the guards, as well as the railing of the skiff.
Answer: The Jedi are shown to have something of a blind spot in regards to matters of the heart. Note that when Luke confronts Obi-Wan over lying to him about his father's fate, Obi-Wan's response is haughty and defensive, and gives Luke nothing in terms of regret or apology. They're focused on their mission, not on how Luke feels. Why waste time, in their eyes, telling Luke about his mother? If they had their way, he wouldn't even know about his father. The prequels would make this more explicit, showing that the Jedi are conditioned from the beginning to let go of all "passions" because they could so easily be corrupted, and their inability to understand Anakin's emotions just contributes to his downfall.
TonyPH