My personal pet peeve about Android updates is that they start the clock the day that they release the product, instead of say, starting the doomsday clock on the day they discontinue the product. So if you happen to wait 12 months for the price to drop from $800 to $500, you lose 12 months of software support.
(I bought a Pixel 3 this spring when it was on sale for $400, but support ends in 2 years - October 2021.)
(I bought a Pixel 3 this spring when it was on sale for $400, but support ends in 2 years - October 2021.)