I attended the jazz workshop at the Banff Centre for the Arts in 1991, and the amazing saxophonist Bunky Green was one of the faculty that year. Bunky suggested that we take a song or an album that we liked, and learn every solo on it (he wanted us to go so far as to know what the drummer was doing on his cymbals). I took his advice when I was traveling around Europe and working on a cruise ship, only bringing a couple of cassettes (Walkman days!) with me so that I would have to get really familiar with the albums I chose. I didn't quite transcribe or learn to play every solo, but I think I could sing every solo. I've certainly transcribed quite a few solos over the years, and am glad to see some of them on the list of essential solos JazzTimes just put out at https://jazztimes.com/features/40-essential-solos/
If memory serves, the handful of cassettes I listened to over and over included these albums:
Hank Mobley: Soul Station
Lester Young w. Oscar Peterson: The President Plays
Dave Holland: Extensions
Kenny Wheeler: Music for Large and Small Ensembles
Miles Davis: Live at the Blackhawk
Billie Holiday: The Silver Collection (which featured selections from the last small group recordings she did with Ben Webster, Harry "Sweets" Edison, Barney Kessel.