Finding new music is a matter of putting in the time digging the crates (or whatever). This is a well known process and there are a LOT of resources available to help you find the current hot songs.
This one is harder. If this was simply a matter of "better skills"....then the answer is also "put in the time."
However, if this is a matter of the other guy "seeing" a a larger theme that you could not pick out in that same set of music...that is a different problem. Being able to rearrange and remix songs in your head into something that will sound good is another layer to song selection. This is harder to accomplish with "brute force."
Based on your description...and my own reading between the lines...I am guessing that given the "same" set of music to start with, you still could not have produced the "same" final mix. My best advice is to find this guy and go hear him play some more....that might help to inspire your own creativity in your mixes.
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