All right first, don't let the octave thing confuse you. One octave up or down is simply a double or half the frequency. So an octave below 100Hz would be 50Hz and one above would be 200Hz... then 400, 800, 1600, 3200, 6400, 12,800. The number doesnt actually matter, it's simply half or double. 1/3 octave is the point the human ear will pick up a change in pitch/tone.
For our purposes today we will use the scale that will appear on your crossover and your Eq. I believe that head unit lets you select 1/3 octaves. Starting at the bottom 25, 31.5, 40, 50, 63, 80, 100, 125, 160, 200, 250, 500..... 1250, 1600, 2000, 2500, 3150, 4000, 5000, 6300, 8000, 10,000, 12,500..... you'll see the span between numbers gets larger the higher you go, but there is no more "information" in that large span then in the small span. There are basically three notes in each octave.
So on to how this pertains to speaker selection. The tweeter being the most finicky so will start there. A tweeter with an FS of 1250Hz, Will not like to be crossed lower than 2500Hz. One with an FS of 1500Hz, won't like being crossed lower than 3.15K. One with an Fs of 1000Hz, Will dig low and play comfortably at 2000Hz. Now a true mid range speaker will have no problem playing up to either of those points, (and beyond) and still sound good . A speaker that is considered more of a midbass will also play up to those points, but will sound poopy. So if you were looking at a speaker that is more of a true midbass, you all want a tweeter that can dig low. Same with a subwoofer, it may be play up to 500Hz, but will some poopy anywhere after 80Hz.
Now on the personal preferences and what I think you would like. Let's start at the subwoofer, I will assume Jay has his crossed at 80Hz, and five has his crossed and 50Hz. And I know I have mine crossed and 63Hz. The reason Jay has his crossed high is he is mating to mid range speaker, and wants the most "weight" he can from the subwoofer. There is less detail in chopped and screwed and rap music. The reason five would cross his at 50Hz is he is after more clarity and smoothness than weight, as jazz is very smooth and detailed. Next I will assume Jay has his mids crossed it 100Hz, and five has his crossed at 63Hz. Jays mid range speaker will be more head cracking, if it's not trying to play low notes that are covered by the subwoofer. We will Assume five has a mid that is considered both a midbass and mid range. One that plays smooth across the whole frequency band, and is not peaky in the mid range. Fives midbass/midrange will sound smoother than than subwoofer, and not play head cracking in the mid range. On to the tweeter. I will assume Jay has his crossed that 3.15K, and fives are crossed at 2K. Jay already has his mid range covered, and is more after ear blistering highs. Jay most likely cares less about soundstage and more about loudness. Again five probably cares more about clarity, detail and soundstage. Just like between the subwoofer and mid, fives tweeter will play more detailed and clear then the mid at the same frequencys. Also the tweeter is the part of the equation that can be moved around the car, to achieve a better soundstage.
I would personally think you are probably leaning more towards Jay's camp. Five has ridiculously discerning ears, listens at a more moderate level than most and he hates rap.
I fall in the middle because I listen to just about everything, from too short and easy-e, reba McEntire to Randy Travis, Otis redding to Elton John and slayer to lamb of god.
One other Added note, a speaker will handle double power each octave higher it is crossed. Jays speakers will play lower, but handle more power to get loud crossed higher.
Hope that helps. Let use know what you think.