440 fresh overhaul. $2000.00 Should I buy it?

Don't be an idiot like I was about 2 years ago and get caught up in a supposed rebuild that was not as such... My fault as I was in too big of a hurry in life due to work obligations....

However if you must, do this (and it is my protocol but broke my own life rule which is trust nobody!)

A-Valve covers off
B-Release rockers and check leakdown. I don't care if it hasn't been run or not. Look for consistency.
C- Borescope in the cylinders
D- Oil pan removal inspect

If the seller is not willing to do this either walk away or play the Lottery. If it works out congratulations..... If not, proceed to the nearest mirror and there is the person to blame.

Oh, if you have a trust worthy engine friend a second sets of eyes always helps....

Good luck,
JW