Load Order Clarification Question

[AssailantLF]

I'm not having any bugs or instability, but as I add the occasional mod here or there, I'm curious what the best load order is in order to not break my game.

For example, my current load order (simplified) is something like this:

- TTW
- TTW Optionals
- Sortomatic
- A World of Pain FO3 & NV
- Regulators
- A Trail of Crumbs
- oHUD
- Project Nevada Core
- Weapon Mod Vending Machine
- Flashlight
- BLEED
- Auto Gates
- Darnified UI
- MCM
- Weapon Mod Menu
- FOV Slider
- Tutorial Killer
- JIP Improved Recipes
- JIP Companions C&C
- JIP Minimap
- Universal Item Sorter
- Enhanced Item Info
- LootMenu
- CASM
- Faster Sleep Wait
- TTW Radios

In general, I go from more-game-changing to less-game-changing, but for all I know I have it backwards and TTW is thankfully so stable that I have little to no issues.

Is there a rule of thumb, like putting simple mods before or after the more complex ones, or is it all kinda trial and error? Thanks!