It really is supply and demand as the topic says and, at least for the buyer who isn't a collector, in part it depends on how much utility you will get from the product you are buying. I think back to the price and availability of the Powerhouse 180 last year and if you wanted/needed one you could pay over $100. Now that they are back in the shops new for $80 with some used having gone for under $50. But if you finished building your layout last year, or expanded to run multiple trains with lighted cars, whatever, you'd have gladly paid the $100+ so you could enjoy your layout. It still is a financial decision but it's one more heavily weighted toward time (enjoy it today) instead of dollars.
I run whatever I buy, all modern, not a collector. 90% of what I have purchased whether new or used has been below the original MSRP. Some of the used items have been well below the original MSRP or common street price. So when an item on my oddball "I gotta have one of those" list comes up, I'm not opposed to bidding a premium to get it now and use it now. That's the rational me - price trade off for utility.
Then there is the irrational me that overbids because you added a buck on top of my bid that I thought for sure would be the winning bid. But because you bid a buck more ("ah, what the heck, I might win it - what's a buck more?"), my competitive juices fire up and I say, "I'll teach this guy a lesson ...increase max bid by $5.19...yeah, there!" That in turn brings you face to face with one of life's most difficult questions once again, "Should I just bid a buck more?" And you do, dammit. Now back to me, and I close it out with some ridiculous max bid, feel euphoria when it says I'm the winner, and then sink into remorse when the Pay Now button shows up. That leads to hiding the purchase from my spouse, the need to go to confession, and a call to my psychiatrist to discuss the dosage of my Welbutrin.
All of this because you added a buck to my friggin' bid. Thanks alot, I hope you feel better.