Garry, I don't have either, but from what I hear and from what I read in the 
reviews.

The ts-2000 is an everything in a box radio, everything is good but nothing 
is the best in its area.
The technology in the radio is already ten years old.
The ts-590 is a wonderful HF tranceiver.  Great CW radio, and much more 
quiet of a receiver.  It has IF processing rather than AF processing.
If you don't do CW, and are a rag chewer, no reason to have a cutting edge 
radio.
The other thing I hear is that the ts-2000 has 73 controls, so the learning 
curve is steep.
More functions of the 590 will talk, but a lot of the 2000 does talk.

I have the ts-480 and the tmv-71, because I wanted to be able to operate HF 
and VHF at the same time.  I thought I would use the cross band repeat 
function, which I haven't done yet.

Maybe some day.  The problem is that when I want to set up the radio and my 
HT so I can talk on repeaters from outside, the weather is nice.  Who wants 
to be in the radio room?
When the weather is bad, why set up the HT when I can just use the tmv-71?

Kind of like the farmer and the leaky roof story.