Ian, I'm just curious - what does your audiologist theorize is the reason for the large differences in your audiograms? You left ear is a classic shape, but the right ear really perplexes me why the low frequencies are where you show most loss - that's not very typical.

Bob's idea has merit to get your EQ set in conjunction with attempting to correct for the losses shown in your audiograms. Keep in mind that your brain learns what the 'new normal' is over time, so getting as flat a response may not be what is necessary for your ability to sing on pitch.

Do you have access to some good over the ear phones with lots of dynamic range? You could give a first try with the Tascam - but it's going to be more limited than an outboard setup.

Mac - good point about overdriving and filter ringing.