I think that's just too much material to try to swallow in one dose, even if you space it out for awhile. As you start to get tired of hearing similar tones etc, it probably makes you more critical of the material than you would under other circumstances, just because your mind needs a break. If I tried it I probably wouldn't be able to listen to Davis again for years.
I think it's much more effective to focus on smaller periods for this type of listening, maybe a decade at once and then take a long break, something like that.
I do admire your effort though, I couldn't do it.
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About the closest thing I've tried to this is making a compilation of all the recordings with Mobley & Horace Silver together...which also got tiring after awhile just because of the sameness of the material, I never made it all the way through. I still love these recordings, but they are much more effective in little bite size amounts.