Actually...
Bob was a member of the group Fat Amy which was immensely popular in the Michigan college scene when I was in school in the mid to late 90's. They had a few albums out long before he ever was on the Bachelor. I think he laid off the music after his divorce but was always hoping to get back into it. So, this was an easy in, I guess. Don't bash him too bad, this isn't totaly out of left field.
However, I have NOT heard the new stuff, so I can't pass judgement on that, but it sounds pretty bad from your reviews! Fat Amy definitely wasn't a "pop" band...