Finally, my first 360 and goals for it! I'll be asking a lot of questions.

318willrun said in some other thread that he had heads milled 0.040 without having to cut the intake. But every engine is a bit different so you'll have to see. 160$ for milling the heads is not that much... or did you plan to just slap the new pistons in there without going one size over (bore-hone-balance)?
No, If I were doing pistons I would do it all the way. What I meant was head work equals pistons in price, not the actual job involved though. Pistons will end up being more pricey then just head work.