I have a VF-2ss. For the pocketing in aluminum, the stock coolant pump is fine for the depths you're talking about. Even with 5 coolant nozzles going, the system still produces 23psi. That will blow just about any chip you can make out of a pocket.
For the steel pockets, you really should be running dry with AlTin coated endmills. An air blast will remove chips. An expensive CAM program will take care of the toolpaths required for this style of cutting.
For drills, if you're talking production where a couple seconds of cycle time are important, I would get the 1,000 psi TSC and spend some time sealing up your machine. Aside from that, you'll also need a mist collector.
For drilling that is NOT production like above, I don't really see the need for TSC for the depths you listed. I have the 300psi TSC and rarely use it, but if I drill 10 holes in a day, that's a busy day. (I mainly do runs of less than 100 parts)