I mean I have now seen Bob about 25 times just about anywhere from the 930 to Chicago, Atlanta, etc. I have stopped trains to see him (your Alma mater sidehatch). This stereotype and common misconception that he is unintelligible and his shows suck is just not borne out by the facts. Did he have a rough patch in the early 90s? Sure. Is his voice limited? Sure, and let’s face it he was never Pavarotti but the art of singing is about transmitting emotion. As Miles Davis famously said he preferred Billie Holiday towards the end of her career when vocally she was but a shadow of herself because she was a better more experienced singer and could transmit more feeling with her croak than she had as a young woman with her youthful voice.
If you don’t understand this you don’t understand singing.