A lot. He drank a lot, Lana.

"My name isn't Jason Teague, and I'm not a mechanic," he sighed, running a hand over his face. "It's Dean Winchester, and I'm ... " He paused, because he wasn't even sure what he was anymore. He was broken and he didn't know how to fix it. "... I'm the guy that gets everyone killed."

For some reason, Dean always felt the most terrible when he was being honest with someone. Now was definitely one of those moments.