I spent the evening letting Roon Radio pick things to play. I played Art Pepper / Intensity to seed it, then let Roon take it from there. It did pretty well! Nothing obscure or earth shaking, but I enjoyed nearly everything.
Some tracks it picked that I particularly enjoyed:
Benny Golson, "Serenata"
https://www.youtube.com/watch?v=-7rDs_TbFz0Horace Silver, "Sister Sadie"
https://www.youtube.com/watch?v=SmO2pM20MrUJackie McLean, "Torchin'"
https://www.youtube.com/watch?v=ADDGJBt6kwgFreddie Hubbard, "Gypsy Blue"
https://www.youtube.com/watch?v=NoUhsjXtWcYDexter Gordon, "I Was Doing Alright"
https://www.youtube.com/watch?v=M6a62E9hQ1QJoe Henderson, "Out of the Night"
https://www.youtube.com/watch?v=ygvgs5jaUhwKenny Burrell, "Confessin' the Blues"
https://www.youtube.com/watch?v=iaWvpeNOB6kKenny Dorham, "I Had the Craziest Dream"
https://www.youtube.com/watch?v=4RL4yPSochoIke Quebec & Grant Green, "Count Every Star"
https://www.youtube.com/watch?v=w-SOS2Lo5yUSonny Clark, "Eric Walks"
https://www.youtube.com/watch?v=v5dIZD2CDmYDonald Byrd, "Duke's Mixture"
https://www.youtube.com/watch?v=U8mm5ek8XOISonny Rollins, "Global Warming"
https://www.youtube.com/watch?v=p0-X5qR08o0Red Garland Trio, "C-Jam Blues"
https://www.youtube.com/watch?v=o4mwdEtx-88Hank Moble & Lee Morgan, "High and Flighty"
https://www.youtube.com/watch?v=X91tBx2SkvgColeman Hawkins, "Blue Lights"
https://www.youtube.com/watch?v=duV_IAmgUjQMiles Davis Quintet, "Blues by Five"
https://www.youtube.com/watch?v=EaBAfHs4Qc8