Did the gallstones get treated? Is there a plan for each diagnosis he has?
The gallstones are no longer a problem, and he seems to be following the plan for the diagnoses that they can figure out. He's also being responsible about his pain medication, so that's also a good thing. His latest solution is to quit his job because sitting and driving is aggravating the pain; although, he has wanted to quit for over a couple of years now but he feels 'like a failure' if he quits because of his employment history.
His relational instability is mainly in his jobs, and he thinks he 'should be' stable. Of course, it doesn't help that other people know the pattern, too.
I'm just trying to be supportive and at the same time keeping good boundaries.