Why is this hard?? Seriously, its just not complex at all.
If you want to pitch your yeast ASAP - then cool it down as quickly as you can. However you are able. Plate chiller, immersion chiller, pot in sink full of cold water, pot in pool, drain to cube and put it in a pool. In general, if you are going to cool quickly, then the faster the better - there are some benefits for your hop aroma if you can get it done genuinely fast.
If you want to be able to store your wort for a period of time before you pitch it - then you need to seal it into closed container, excluding as much air as you are able and throwing every last shred of germ killing ability at it that you can muster. Which includes proper chemical sanitation and as much heat/time exposure as you can.
Those are the two actually relevant choices. Everything else is some combination of being too lazy or too cheap to do one or the other properly. If you are making a decision on "how to cool my wort" decide which camp you are in, that will show you the base-line position. And then you can decide where on the scale of lazy or cheap you want to come down. Its not necessarily a bad to deviate from the base positions, but knowing what you actually want to achieve is half the battle.
Most people who struggle with this stuff seem to be in camp #1. For example.
Cube into pool/spa. Sure its in a cube, but its chilling - you want your wort asap. Camp#1
No-chilling in the kettle or fermenter. Ok, you didn't rapidly chill, but you obviously want to pitch soon and have no plans to store the wort. camp #1
Throw some big ice blocks in the hot wort - trying to chill fast. Camp #1
Pot/kettle into sink/spa/bath/pool/snow/river - its just chilling
People who are in camp #2 tend to not be so confused, they know what they need to do... But then they hear that hops work differently in no-chill and start to take risks. For example
Put cube into pool or spa to cool it more quickly, but keep it stored anyway - Camp #2 but playing with danger like its your best mate.
Put into a pool/spa for a little while just to cool it down a bit... As above
Chill it a bit before you put it in the cube.
Open the cube back up after its cooled down to put in some hops
All incremental deviations from the base position, all with an added (even if small) amount of danger of infection.
Decide what you want first - do you want it now? Or do you want to be able to keep it around for a while? Thats the decision that matters for the important "i might have to throw this away" "I might make myself sick" consequences. The rest is about how much time, energy, resources or money you are willing to invest in your brewing.