I've always been of the "If we don't find it interesting or it's getting in the way of awesome, we don't bother with it" school...
- Like a lot of others, I don't generally require every last ounce of gear to be accounted for as long as it seems like the character could reasonably carry it, and any reasonable explanation for managing the logistics of large numbers of things or heavy items is fine by me.
- Ammunition and food are also things that tend to be only loosely tracked - as the cost of such things is generally very low, assuming the character has access to a source of new ammo/food on a semi-regular basis and that they remember to occasionally throw a gp or two at it I don't bother making them count it exactly, although if the party's going to be heading out into the wilderness/down into a dungeon for an extended period I'll require them to drop some cash on supplies.
- Lifestyle costs only apply if the characters are trying to live high on the hog.
As a side note, over the years I've usually gone with the premise that gold pieces are basically for the character's armor/weapon/magic item budget, and that food/ammo/lodging are covered out of copper or silver pieces - and when I've bothered to track those kinds of mundane expenses I've just added in a bit more of the smaller coinage to compensate for them.
Depending on an edition's rules for things like jumping, stealth or object interactions, I generally just use them as guidelines and am willing to allow a fair bit of wiggle room as long as it seems reasonable. For example, it seems logical that you may be able to jump farther if the area you're aiming for is lower than you are, that you can hide anytime the narrative circumstances are plausible, or that anybody who regularly fights with two weapons is probably going to be wearing them in a fashion that allows them to draw both of them at once (I have no problem with a knife thrower being able to pull out enough blades in one turn to make his full number of attacks)... I wouldn't let you go from wielding sword-and-board to shooting a bow on the same turn, but if you're using them I'm not going to quibble over whether or not you have a free hand to cast a spell.