The biggest problem with the entire Apple lineup at the moment is that it isn't upgradeable after purchase - you need to max out the RAM before you pay, or you'

The biggest problem with the entire Apple lineup at the moment is that it isn't upgradeable after purchase - you need to max out the RAM before you pay, or you're stuck with that forever. Much as I hate to say, you'll definitely need to max out to 16GB for web dev. I imagine you'll need RAM more than CPU - resource consumption of pretty much all the apps you list is a burst of activity followed by slow user interaction. An i5 would likely be fine for this use pattern. The entire i-series is pretty long-lived; the i7 only really comes into its own for intense gaming and the like. My company buys MBPs fairly regularly and we always max them out, even for our web team (our product is native C++). The trouble is that even a mid-range MBP is going to hit $2,000 easily, which is an insane amount of money for a disposable, non-upgradeable machine. If you're not completely tied to Mac, you're likely to find a cheaper machine elsewhere.