For me it never fails, I'll be looking for something and have a price in mind only to find that everything is suddenly overpriced. Eventually (months of waiting) I'll spend more than I wanted to for something that is almost what I was looking for. Inevitably within a week or two there will be a half dozen or more of exactly what I was looking for and they are selling for significantly less than I paid.
My latest was an aluminum tilt trailer, nothing fancy and for years I've watched them sell for $8-900 maybe $1000. This year you couldn't touch one for less than $1500, started looking in the fall and finally bought a steel trailer for $1200, all of a sudden everyone with an aluminum trailer is selling them for $1-1200. I've come to the conclusion that the local used market is incredibly in tune with whatever I'm thinking of buying and I'm going to get hosed