The jazz bug hit me HARD a couple of years ago, and since then I've developed a modest collection of jazz spanning all the sub-genres: dixieland, bop, swing, fusion, etc. Calling upon the hypothetical "desert island" question, if there are a handful of albums I could not live without, they would be these:
1. Lester Young Lester Young With The Oscar Peterson Trio. I'm not sure why I'm so quick to cite this as my all-time favorite jazz album, but it is. Lots of jazz fans/historians say Lester Young was not at the top of his game anymore when this album was recorded, but I strongly disagree. You can feel the years in Lester's playing...and I guess that's what makes the album so special. Lester was nicknamed "Pres" (aka President of the Saxophone)...pick this up and you'll see that he was aptly named that.
2. Sonny Rollins Saxophone Colossus. Sonny is an amazing tenor and this is widely considered his best album. He's my favorite hard-bop saxophonist...with Coltrane a very close second.
3. Billie Holiday Lady Day: The Best of Billie Holiday (Columbia). This 2-disc compilation of 1930's Billie Holiday recordings was so good, I ended up getting the 10-disc set from which these tracks were taken. I still listen to this compilation for convenience, and it's a great intro to Lady Day. She may not have had vocal skills like Ella Fitzgerald, but as a stylist, the emotion shines through all of her songs...
4. John Coltrane My Favorite Things. I had watched The Sound of Music so often during childhood that I never imagined that Trane could breathe new life into this song. Did he ever! If you end up collecting a lot of live Coltrane, you'll hear LOTS of different versions of My Favorite Things.
5. Cannonball Adderly Somethin' Else. Miles Davis is often argured as being the bandleader on this album instead of saxophonist Adderly. Who cares? They both sound great! You'll love the opening song "Autumn Leaves".
6. Charlie Parker Boss Bird. Even if you're a vegetarian, you gotta have some Bird!!! This is a very inexpensive set, but you get a lot great Bird tunes that you'd have to buy on two separate (and expensive) box sets from Savoy and Verve. Suprisingly, the music here sounds better than on the Savoy set I own! This is one of the best ways to get started with Charlie Parker...
I'd better stop before I start rambling about my entire collection. I hope you will enjoy the process of discovery with jazz collecting as much as I did!