These are all very good points.
I'm a big "money saver guy", and I hate buying things that take a huge hit on resale value.  That is the main reason I picked my Polk LSiMs... not because they are "World's greatest no-holds-barred speakers", but they were an exceptional value, and I like their look.   They do sound very good to me... even better on exceptional source material.
As far as sub resale value:
I've heard it go both ways on this....  some have said that JTR speakers/subs retain the resale value, because they are built like tanks.   However, even for a $3,000 sub, even if it only loses 20%, I'd lose $600 per sub.
If another brand loses 30%, but has a lower cost, or I can find a deal on it, I will lose much less. 
As far as Looks:
In this room, the subs cannot be "hidden away".   So that is a factor.  I've never liked how the JTR subs look.   However, I also don't really like how the Monolith subs look either.   SVS wins in this department, but I'm open to others.
My considerations:
- Top-notch SQ for my 20x10 room.
 
- Exceptional SPL  (not necessary to rattle my teeth or blur my vision, at least for now)
 
- Good looks in the room  (These cannot be hidden)
 
- Acceptable loss of resale value