I used to watch Dan Rather's "The Big Interview" religiously. Something like 50 interviews with mostly musicians, some actors, and done with the usual high level of Mr. Rather (of whom I'm a big fan). It has MATERIALLY changed how I think about many of these celebrities/artists. Someone like Kenny Loggins, or Simon Cowell, who I actively disliked, I got a fresh appreciation for and really came around. Of all the interviews I watched, I've only come out DISLIKING the artist more three times: Carlos Santana, the shovel toothed woman from Alaska I'm blanking on her name ("Who will save... your soul!") and Sheryl Crow. Santana, just because he was sort of a space shot and was all over the map; just seemed like he was making up the sort of "mystical shaman" image he's sort of cultivated, but there didn't seem to be any substance there (maybe there were SUBSTANCES there, but I don't know. I joke, I joke). Shovel Tooth was just vapid.
Sheryl Crow just struck me as a clueless, entitled celebrity of the worst sort. She's pontificating about social issues while sitting in her million dollar barn studio with literally $25,000+ in guitars hanging off the wall. It just came off really smarmy and self-serving. I didn't get any sense of the sort of empathy I get from someone who is also, nominally, an entitled celebrity, Bruce Springsteen. Bruce at least has an authenticity cultivated over decades; I got NONE of that from Sheryl Crow. And don't get me started on how this woman is in the Rock and Roll Hall of Fame when Phil Collins and Iron Maiden are not boggles the mind to incomprehension. I just don't like her.