Not an easy task by any means! I generally find myself listening to individual songs that I'm in the mood for (across all albums), rather than each album in its entirety. I'd probably go with something like this...
1. Pieces of You (despite what I said in my blurb above, this is the one album that does get played from start to finish).
2. This Way (I got into Jewel in 2002 just as this was being released, and the only full concert I've seen Jewel at was on this tour, so the album brings back good memories).
3. Goodbye Alice in Wonderland (practically wore out my copy of this back in 2006 - was really disappointed with 0304, so very pleased when this was released as it felt like the true follow-up to This Way).
4. Perfectly Clear (I listen to a lot of music that has country influences, so this didn't stand out to me as being out of place like it did for others. 'I Do' remains one of my favourite Jewel songs, and I think it's my most played too).
5. Joy (was rather obsessed with this back in the day, and still listen to it at least once a year - I'll let you guess which month).
6. Lullaby (wasn't quite sure what to expect from an album being released on Fisher-Price records that included 'Twinkle, Twinkle, Little Star', but this far exceeded my expectations. More of an easy listening album for the most part, and the (admittedly short) bridge in Circle Song is one of my favourite parts of any Jewel song ever).
7. Sweet and Wild (still haven't really given this the attention it deserves, but when I do turn it on, I pretty much enjoy it all - without ever getting too excited).
8. Spirit (probably far lower than most fans would rank it, but I just never connected with this album. As mentioned above, I started following Jewel in 2002, so I had the choice of listening to POY for its acoustic edginess or This Way for its polished production values and a full band sound. Spirit seemed to fall in between the two - not just chronologically! - and as I seemed to opt for one or the other of those sounds, I never gave Spirit a huge amount of airplay. The lyrics are great on this album, but musically, it just doesn't resonate. Can't recall the last time I heard any track from this CD).
9. Let It Snow (this is very listenable, but it felt more like another children's album in disguise).
10. 0304 (couldn't get into this, not even ironically).
11. The Merry Goes 'Round (do like 'Penguins', but the rest isn't really aimed at my aging demographic!)
Can't rate PUTP as yet, as I haven't heard the entire album. But based on the two tracks I've downloaded, I'd say it's up to ninth already.