Disclaimer: I'm a newbie - no experience, so my opinion may actually be worth less than your paying for it.... That said, I've been looking at machines and adds for about a year now, and practicing analyzing them.
Here's how I analyzed the add you posted.
Your desire is a PM 10-30 sized machine - This machine is 10-22 That's ~25% shorter, but has the same swing
This machine is $1400 asking, presumably within driving distance, no tax
- new G0602 costs $1550+ shipping + tax, includes 1 year warranty
- a new PM 10-22 costs $2300 + 200 shipping + tax, includes 3 year warranty comes with QCTP
The add mentions $1000 worth of tooling, see pictures. Not seeing $1000 of tooling
- has 3 and 4 jaw chuck and back plate - all included with PM 10-22 and with the grizzly
- has steady and follow rests, & dead centers - included with PM 10-22 and the grizzly
- has AXA QCTP and holders - $150 new from PM (included with PM)
- Has turning/boring bars - $160 new from PM
- Has keyed and keyless chuck - ~$150
- has some Highspeed tool blanks and extra turning tools - <$100
- stand isn't really worth anything, cover isn't really worth anything, but are kind of nice.
So, as far as I can tell, it has about $500 worth of tools, not $1000. So, he's offering a used machine at $150 off list price, and $500 of tooling he has no use for once the machine is gone. Is it a bad deal? No. If the machine is in good shape, the only thing you loose is a 1 year warranty you don't need (again, assuming the machine is in good working order) and you save shipping, taxes, and get some tooling. Is it a great deal? Not really. My rule of thumb for used is 50% retail or less. For that, this machine would need to be about $1000. Then it would be a great deal.
If you are willing to go with a smaller machine (10x22 instead of 10x30), why not offer him $1000 cash and see what he says. If you end up at $1250, you got a pretty good deal, even if not a great one.
Best of luck.