I'm not sure if I'm sensing sarcasm in your (Gib) reply to me, but regardless, the two statements don't necessarily contradict each other. I was previously confused about USPS insurance when I wrote that post in 2006: I thought you were paid money if something was damaged. The clarification I have since learned is that money is paid out only if something is considered a total loss, and for that thing to be a total loss, it must be surrendered over to the USPS.
So, if you are considering insurance with a carrier -- most likely any carrier, not just the USPS -- be prepared to prove the item's value (difficult with a vintage item, but not impossible) and also be prepared to illustrate what "total loss" is. For software like in my case, I got a lot of flack from the postal employee in trying to prove loss (she looked at the contents of the box and said they were fine, and couldn't comprehend that the box itself was part of the value). For something like a monitor, damage is fairly easy (shattered glass, shattered casing, etc.). For a vintage computer, it might be tough to prove loss since, even with a battered case, the thing might still turn on and function, and the USPS has no way of proving that it wasn't SHIPPED with a battered case.
My ultimate takeaway from the experience is that there's no way to insure against damage. I have since shifted my efforts into providing the seller with more money for packaging -- meaning, I fully explain to them that I am a collector, that this is a piece that will be exhibited, and that "if they need $10 or $15 more for proper shipping materials I am happy to pay extra" so that they ship it properly. That kind of effort has turned out to be more valuable than any insurance I've ever bought.
All things equal, I do actually purchase insurance for things where damage is easy to prove. If you show someone a shattered monitor, they're not going to fight you very much on the value you insured it for unless it is 10x more than what they think a monitor should cost. Meaning, CGA monitors are rare, but they're not "$5000 insurance" rare, and values like that are red flags.
For handling and insurance, most people I've talked to recommend Fed Ex, if that helps.