The Sony hybrids are actually called "EP-EX10A" they come in a pack of various sizes, green being the middle one. I ordered mine from Amazon.
The gain is the amount of amplification applied to the signal. Generally speaking, the more gain, the higher the distortion, The lower setting on the P4 is unity gain (i.e. the same level as the input). For sensitive IEMs this is fine. Any more, and you will hear noise, distortion, and risk hearing damage if you accidentally knock the volume knob on-the-go!
Driving headphones is not about volume or "power", but about being able to control the transducer diaphragm correctly, and having sufficient headroom for dynamic peaks without clipping or compressing the signal. Damping factor is also important - think of this as being like engine braking on a car.....
Like driving a car, it's all about control, not just power.
As for system building, I would strongly advise against replacing everything in one go. Much better to focus on just one component, and to buy the best you can afford. This reduces the risk of rapid obsolescence! Once you really get into hi-fi, you will become extremely fussy.
So go for the Cowon by all means, but forget about DACs for now, keep your GR07s, and get a really good amp. The P4 is as good as many desktop amps at or near the price. Next, you should get yourself a pair of world-class fullsize cans (Sennheiser HD600, Grado 325i, Beyer DT880-600 Ohm according to taste - if you like one, you probably won't like the others!). Avoid the bigger AKGs with the P4, they really need a big solid-state desktop amp!