Hi there Smokeyman! Has this Wednesday been to your liking? I sure hope so.
You bring up an interesting topic. I woudl disagree with you as every single cchest ideally should contain handpicked goods. I'm sure you've found puzzling money in abandoned dungeons, armour that just doesn't befit the place, etc, all of which are factoid-like byproducts of loot randomization. But sInce there are hundreds and hundreds of containers in SKyrim, devs have opted for an automatized solution. Yet, If you really think randomized loot is a necessity in order to prevent repetition and boredom why not go all the way through and revert back to Oblivion's computer generated scenery? It's because devs have learned their lesson. Genereated scenery simply isn't interesting enough. The same goes for randomized loot. However, I will conceed that it's just too time consuming to handpick goods for every single container. But, by all means, do re-write the randomization algorithm.
The flaw in your theory, is that handpicked = samo samo, every time. The only thing that encourages replay value of a game, is the chance at interesting variations in your experiences. Good lord, the samo samo quests with absolutely NO variation, no matter how many times you do them, is bad enough. The 'handpicked' unique items always being in the same place, gotten thru the same way, every single time you do them, with no random uniques to be found anywhere else in the world, is bad enough. Having 'handpicked' loot too, always the same, every single time, from every single chest and dresser and monster in the game?? Just shoot me. Next game...