Yes, there is a need to be this diligent. Just speaking from my relatively minimal amount of searching around for a backhoe, prior to buying one, I found anecdotally, 70% of the backhoes on Craigslist to be fake ads. Not sure why.
This also feels vaguely familiar, as in other brand new forum members coming to ask kind of similar questions... If the goal is an AI based tool to value equipment I think you'll either find there are many too many variables or your tool will be wrong, a lot, or both. You can't value these machines from pictures on the internet.
Also, between
@colson04 and
@boone this is one of the greatest threads I've read. Thank you.