I like Chet a lot- always thought I was in the minority but it seems not. I can finally go public with it!
Chet was one of those musicians whose shortcomings were obvious but somehow that just throws his successess into greater relief. When Chet was off, he was way off. When he was on... he was as 'on' as anyone!
He was always going to compare unfavourably to the more assertive Miles. Miles always seemed to have a 'concept' of where the music should go. Baker, scuffling to make the next fix, only saw as far as the next gig (if that). Chet hardly helped matters by copying Miles' set list for the best part of 30 years.
But there was some great music: CB & Crew, Playboys (aka Picture of Heath), the live sessions with Russ Freeman, the Lerner & Loewe album for Riverside, the sessions with Coleman & Lightsey, Once Upon a Summertime (Galaxy), Blues For a Reason & Chet's Choice (Criss Cross) not to mention the stuff with Mulligan. How does a man who hit those heights end up making those godawful Mariachi albums?!
Well, of course the obvious answer is that monkey he carried round with him for most his adult life. Anyone interested in the grim (and believe me, it's very grim) details should read James Gavin's book Deep In a Dream. Not a lot of insight into the music but one hell of a cautionary tale. Some of the stuff would be funny if it weren't so damn tragic.
And yes, you're right. He couldn't sing for toffee. And yet I like it. Go figure.