dude, i hate to ruin your fantasy, but in one summer i made about $5,000, and three days after i got my paycheck it would all be gone, between fill ups, and cigerettes, and food, i was broke. if you want to have a badass truck, buy an old 73-87 k20 for cheap and fix it up. its the best thing u can do, i did it and i was known pretty well in school for the biggest and baddest truck!

 

Id go with a 2in bl, shackles, tbar tweak than 33's. You will clear with minimal rubbing and will gain ground clearance.
And the minimal winch I would go with would be a 9000lb. I have a 12,000 and its overkill but Id rather have more than I need than max out a 9000.
I have 2- 12inch subs in my 2 door jimmy and its more than enough, not to mention not sure where would actually put 4 12's.

Oh and I am kind of a "lighting enthusiast" lol so For lighting tips/suggestions check my build thread

 

depending on $ the body lift and larger tires should be enough for a good bit of what you want to do.

as to audio, i can promise you that if you go quality you only need 1 12 inch sub and a good amp. look into rainbow audio for highs and a good used jl 300/4 amp. run the sub on a jl 500/1 or 1000/1. upgrade to the fullsize truck alternator and do the big 3 power wire upgrade. 2 18's seems cool but i doubt they would put out better sound than the boston comp g5 12 in my zr2.

feel free to message if you have questions I have done my fair share of blazer audio work. I also take mine in the mud so I can give you some tips there as well.