Well,

Digital audio:
just under 40 thousand for my old SONIC SOLUTION setup. About twenty thousand for PRoTools setup...

Synths:
No, never spent more then 3-4 thousand on a synth...

Guitars:
$4500
PRS custom single cut,
Basically Paul Reed Smyth's version of all time favorite Gibson Less Paul standared.

I don't regret spending money on ANY of those things,
It all payed off!

-eddie-