...and I was the stupid one who bailed him out of jail...
You're not stupid. When we love someone, we tend to give that person the benefit of the doubt. Even in the face of evidence that suggests that person doesn't deserve it.
So, you made a judgment call. And all you can do now is to take ownership of it and learn from it based on the outcome. That's how we get honest with ourselves, and that's how we grow.