Probably because most of his music is bad. It has a very frat boy douche vibe to it. Not to mention the ridiculous sing/scat that he tends to do. Jam bands have always had that kind of off-putting effect. Similar to Nickelback....DMB is "cool to hate".
Doesn't help that DMB is infamous for their poopgate scandal. They were caught dumping their "waste" from their tour bus into the Chicago river in the early 00's. And there was a sightseers boat going under the bridge that they were dumping at when this happened. Yeah....they got splashed.
It was as gross as it sounds.
www.newsweek.com
Lyrics wise....their song 'Crash' is creepy. Almost definitely about a deranged snooper.
Oh and you come crash
into me, baby
And I come into you
Hike up your skirt a little more
and show the world to me
Hike up your skirt a little more
and show your world to me
In a boys dream... In a boys dream
Not exactly cool. Kind of like Third Eye Blind's "Semi-Charmed Life", a song about doing speed and nailing hookers, the song was massively popular because people didn't notice the lyrics.
By the way....I'm not trying to dunk 3EB. That debut album is great.