The two most valuable Miles Davis box sets (of those that I have) are: 1) The Legendary Prestige Quintet Recordings and 2) Live at the Plugged Nickel. If you have those two, you have big chunk of music from both of Miles' great quintets. I would add that the former is much less important if you already have the individual albums released from those sessions.
What comes next? Almost certainly it would be Miles In Person Friday and Saturday Nights at the Blackhawk, Complete (Columbia, 2003). This box contains four CDs recorded on April 21st and 22nd of 1961. The Blackhawk was a great venue and the location of some very great jazz recordings. This album is fine sample of Miles between his two quintets. Here is the lineup:
- Bass – Paul Chambers (3)
- Drums – Jimmy Cobb
- Piano – Wynton Kelly
- Tenor Saxophone – Hank Mobley
- Trumpet – Miles Davis
I am playing 'No Blues' from the first disc in the set. If this doesn't recharge your smart phone, I don't know what will.
I am also playing 'Softly As In a Morning Sunrise' from Wynton Kelly's Kelly Blue. This is just the rhythm section from the above album, recorded in 1959.