JessaJediB journal got me thinking about all of this...

I've noticed that the way I look at the original trilogy has changed quite a bit from when Revenge of the Sith came out. When I first met Obi-Wan he was more of an icon of what a Jedi should be. He was like a mythical figure rather than I real person. We don't really ever get to see the other side of Obi-Wan (the closest we get to it is when he is talking about Lukes father). All we get to see is Obi-Wan the Jedi Knight. Even with the first two prequels I still didn't feel that much closer to Obi-Wan. It wasn't until after ROTS that my whole outlook on Obi-Wan changed.

Obi-Wan I think is a much sadder (emotionally) character than I had originally thought. You see his world and everything he believed in come crumbling down around him. The Jedi are basically wiped out, the Emperor defeated Yoda, all of his friends are either dead or in hiding, and his best friend turned his back on everything that they had fought for and believed in. Then he had to go into hiding to keep an eye on Luke for fear of Vader finding him. On top of all that I am sure he also felt more than a little responsible for everything that happened. How must that have felt? Luke isn't just A New Hope for the Rebellion. He is also A New Hope for Obi-Wan. Luke lets Obi-Wan try and correct the mistakes that he feels he made while training Anakin. Obi-Wan gets a second chance.