I plan to write a guide up about how I do this someday. Someone else somewhere mentions they do something similar.
In a quick nutshell, I compare ratios for each of my slots and enchant slots: DR/HP ratio, uncrushability/HP ratio, and sometimes DR/uncrushability ratio. These ratios are calculated between two gear options for the same slot, or between two enchant options for the same slot.
(1) I start with stacking the pieces/enchants with highest DR/HP, unless their DR/uncrushability is extremely low. (2) I then stack high uncrushability/HP items. (3) Everything else gets stacked for HP.
Toggling back and forth from steps (1)-(3), I get the minimum DR/uncrushability to stay 490/102.4 post raid-buff, maximimizing hp, thereby.
An example of step (1). Suppose you have 1 trinket slot filled(DMC:V), and have the following options for slot (2): FotC(4%uncrush), Dabiri's(30DR), Argussian (36stam). The DR/HP ratio (30/36) is better than gem slots, so you would go with Dabiri's over Argussian. However, DR/Uncrushability points to FotC for almost all situations. Dabiri's is 30DR/2%uncrush, So you would give up 30DR for an extra 2% uncrush in FotC, a ratio of (30/2). In _most_ cases, I would be going with FotC, unless I had a very very big lack in DR and had trouble getting to 490 without it. This is also obvious if you look at the FotC/argussian uncrush/HP ratio: (4%/36stam) is a much higher ratio than you'll get from almost every other slot/enchant out there.
An example of step (1)-(3) toggling. Two ring slots open, options: (2 46 stam rings), Wind-Trader's (34 stam, 12 DR, 1.06% uncrush), Protector's Mark (22stam, 25 DR, 1.69% uncrush), Andormu's (10 DR, 3.95% uncrush). I need 10 DR to reach 490, and 2.7% uncrushable. My first instinct is to reach for Andormu's +46 stam. Why? B/c Andormu's is the second best major piece of uncrush/stam ratio(3.95%/46) out there, after FotC (4.06%/45). But If I do that, I surpass uncrushability by 1.3% extra. So, I ended up settling on the Protector's Mark/Wind-Trader's combo. It gives me uncrushability, and 56 stam, an extra 10 stam from the previous combo, eventhough Protector's has a worse uncrush/stam ratio(1.69%/24stam) than andormu's has. Wind-Trader's has 1.06%/12stam, and is actually higher than Andormu's by a smidgen(helped even more by kings).
Note, that sometimes, you have to give up the best uncrushability/HP item simply because it puts you too far over 102.4 (I swapped out FotC for poultryizer once, b/c it would allow me to swap in Andormu's and a higher hp ring, resulting in a net gain of 10 stam or so, eventhough FotC has higher uncrush/hp ratios than andormu's - both are excellent, btw).
Note that you can get ~3.5% uncrushability from raid buffs: MotW(+15agi), Agi Elixir(+35), Scroll of Agi(+20) = 77 agi (post-kings) > 3% uncrushability. Kings itself usually adds about .5% uncrush for me. I find the stam food to be better than agi food, and flask of fortification($$) rules, even if you have to give up the agi elixir.
_________________
