#2
you can't, they'll just ship you what they have in stock, which is most likely 09's now. if you want the 08, you can put in the optional description box (if provided) that you want the 08 model.
#7
If it's the black cherry finish AND it has the 707TW pickups, then it is a 2009 model. As far as I know, the black cherry finish was not available on the hellraiser c-7s for the 2008 year only. Anything before 2008 has the regular 707 pickups.
Gear:
2000 Gibson Gothic Explorer w/ EMG 81/60 @ 18v
Marshall MG100HDFX half-stack

My band!