Upgrade base brakes for supercharger
#3
On the street, not unless you just want to go for the visual effect. A supercharger doesn't maker the car go faster, it just gets faster quicker, so, the standard C6 brakes are fine for street applications. Might consider a set of good pads and rotors. Easier on the wallet than an entire system, especially one from a manufacturer like Brembo.
#4
Drifting
Brakes are designed to stop a car from its maximum speed, which I'm sure you will never see on the street. Stock brakes are fine, just put a better set of pads on there. Big brake upgrades are typically only needed on Euro and Asian stuff
#5
Race Director
I thought the brakes on my Trans Am were good until we got our GS. Upgrading brakes is never a bad idea.