1 2 3 Previous Next 73 Replies Latest reply: Nov 5, 2009 11:40 AM by poeskaleidoscope
KepiSW Level 1 Level 1 (0 points)
So, I downloaded iTunes 8.1 as soon as it came out as all the new features seemed pretty benign, and I've never had issues with any iTunes update going all the way back to 1.0. However, the 8.1 update rendered my 2nd gen shuffle no better than a $5 MP3 player.

Keeping in mind I use my shuffle primarily for listening to podcasts, here's the issues:

+1) dragging files to the iPod that already exist on the device+

8.0: pops a dialog warning that some of the items are already on the device and gives you the option to skip those ones and copy the rest. I use this all the time as I just do a select all and drag everything in my Podcasts list to the iPod to get new stuff onto it
8.1: it gladly copies the duplicates onto the iPod again

+2) order of podcasts when added to the iPod+

8.0: podcasts get put at the end but when you disconnect, they get moved to the beginning of the play order on the shuffle and are arranged in the same order as the sort set on your Podcasts list (in my case, ascending Date Released). This was great as all the podcasts would end up right at the beginning of the shuffle in the order I wanted
8.1: podcasts get put at the end and stay there, in whatever order they were in from the location I dragged them from (i.e. the literal order they appear in the Podcasts list. So while in 8.0 they'd be arranged in date order regardless of whether different podcast subscriptions were mixed together, in 8.1 they were placed into alphabetical podcast order, subsorted by date)

+3) automatic removal of deleted podcasts+

8.0: a podcast deleted from the Podcasts list that's also on the shuffle will immediately cause a sync event and remove it from the shuffle
8.1: no sync event, deleted podcast stays on the shuffle until manually removed

+4) ability to play songs from the shuffle in iTunes when the shuffle is connected+

8.0: double-clicking a song that's on the shuffle by selecting the device and then its Music tab, plays it (and also causes immediate and constant syncing, which is weird, but also expected)
8.1: double-clicking a song has no effect. Selecting a song and clicking iTunes' play button does nothing

The problems are occurring on my Mac Pro. I initially upgraded to iTunes 8.1 via Software Update, but tried reinstalling via the standalone installer. No luck. I also tried restoring the iPod to factory settings twice with no luck.

I also did some tests on my MacBook Pro which still had iTunes 8.0 on it. The same "correct" behaviour was encountered on the MBP. As soon as I upgraded to 8.1 via the downloaded installer, the same "incorrect/broken" behaviour was encountered as on the Mac Pro. I restored the iPod in iTunes 8.0 and 8.1 and that still didn't fix the behaviour when using it under 8.1. Additionally, on the MacBook Pro I removed the iTunes library and started with a fresh one just in case there was something funky with it.

Anyone else having these problems? I know at least one person whose 2nd gen shuffle works with 8.1 as it always had, so I'm not sure what's up with my shuffle.

Mac Pro 8 x 3.0GHz, Mac OS X (10.5.6), 6GB, 2.25TB, 2 x 24" Dell 2407WFP-HC
  • 1. Re: iTunes 8.1 breaks syncing with 2nd gen iPod shuffle
    John Dawson Level 1 Level 1 (5 points)
    Many of us are having the same problem. See the threads in Using iPod shuffle (Second Generation).

    Good luck,

  • 2. Re: iTunes 8.1 breaks syncing with 2nd gen iPod shuffle
    N_Joyin_Life Level 1 Level 1 (0 points)
    Same problems on a windows machine
  • 3. Re: iTunes 8.1 breaks syncing with 2nd gen iPod shuffle
    Joe Canadian Level 1 Level 1 (45 points)
    Nice write up! I thought I was going nuts, but I use my 2nd gen shuffle for podcasts like you and have experienced the exact same set of bugs.
  • 4. Re: iTunes 8.1 breaks syncing with 2nd gen iPod shuffle
    Matthias Kiess Level 1 Level 1 (0 points)
    Hi there,

    I am encountering similar problems:
    - the date "last played" and the counter are not synched back to the iPod shuffle(that means in my library song x has last played 15.3.2009 11:20 and on the iPod 14.3.2009)
    - I am not able anymore to put song located on my iPod shuffle into a playlist

    very strange and unhandy. If there's no fix in the next few days I will return to 8.0.2 (if this will works;-)

  • 5. Re: iTunes 8.1 breaks syncing with 2nd gen iPod shuffle
    David Bales Level 2 Level 2 (280 points)
    Just a chime in that I too thought I was going crazy with the sudden change in behavior of my beloved Shuffle!

    It will not load songs or podcasts from my smart Playlists, it adds duplicates to the Shuffle if added manually, and there are no new Preferences added in 8.1 to help us in any way.

    Please give us an upgrade that doesn't reduce previously valued functionality of this great device.
  • 6. Re: iTunes 8.1 breaks syncing with 2nd gen iPod shuffle - FEEDBACK
    iamsudo Level 1 Level 1 (0 points)
    Same here.

    I pointed both topics at http://www.apple.com/feedback/ipodshuffle.html
    iTunes 8.1 breaks syncing with 2nd gen iPod shuffle
    iTunes 8.1 seriously breaks syncing in 2G Shuffle

    I encourage all of you to give them feedback.
  • 7. Re: iTunes 8.1 breaks syncing with 2nd gen iPod shuffle
    ChrisRG Level 1 Level 1 (0 points)
    Yet another disgruntled shufflecaster. Echo all problems listed above.
  • 8. Re: iTunes 8.1 breaks syncing with 2nd gen iPod shuffle - FEEDBACK
    David Bales Level 2 Level 2 (280 points)
    I have fed them back. ; )

    thanks for the links, and the opportunity to vent.
  • 9. Re: iTunes 8.1 breaks syncing with 2nd gen iPod shuffle
    Amos Friendly Level 1 Level 1 (0 points)
    I'm having the same problems with my 1st gen Shuffle. It asks if you want to skip the duplicate files and then adds them anyway. Hey who wants duplicate files anyway??? At least give me an option not to have to answer the same stupid *** question every time. Then after it fill my shuffle with dupes, the next time I add something it says there isn't enough space to put all the songs (podcasts for me) and the only option is "OK" Well, not OK. I have to open up Windows task manager and kill iTunes to say no. Apple should fix that while they're at it, IMHO.
  • 10. Re: iTunes 8.1 breaks syncing with 2nd gen iPod shuffle
    mikebikemusic Level 1 Level 1 (0 points)
    I'm seeing all the same problems. I also lose play position if I'm in the middle of a podcast when I sync. I did not have time this morning to reformat my 2nd gen shuffle. Does anybody know if that helps? I suspect it won't matter.

    On the other hand, although I got used to 8.0 moving the podcasts to the top, I could get used to the idea of being able to manually order the tracks prior to disconnect.
  • 11. Re: iTunes 8.1 breaks syncing with 2nd gen iPod shuffle
    Magnus Lewan Level 4 Level 4 (3,655 points)
    It is clear that the people who design the Shuffle are no geniuses. It all reminds me of the charming clumsiness of a two year old child who touches crayons for the first time ever without any idea how they are supposed to be used.

    There is no longer any hope for even a lonely spark of sensibility in that team, so I give up on my shuffle. When a certain level of incompetence is reached, there is no use fighting against it.

    How Apple managed to make their simplest device so utterly user hostile is something to brood over during long nights, but I do not think there is any better explanation than a smattering lack of small grey cells.
  • 12. Re: iTunes 8.1 breaks syncing with 2nd gen iPod shuffle
    Tom Sheppard Level 1 Level 1 (15 points)
    I know you're upset, and I sympathize. Please don't blame the team though. They may have been given direct orders from above to drop support.

    I've been giving feedback to Apple for well over a year regarding problems with "their simplest device." But, I'm willing to wait to see if this was just an oversight given the rush to support the new 3G Shuffle and Apple will at least make support for the 2G Shuffle no worse than before.

    If they don't fix it in 8.1.1, then yes, we'll all have our answer, it was design intent and we can take our business elsewhere.
  • 13. Re: iTunes 8.1 breaks syncing with 2nd gen iPod shuffle
    moosep57 Level 1 Level 1 (0 points)
    I'm having the same problems. I'm really frustrated.
  • 14. Re: iTunes 8.1 breaks syncing with 2nd gen iPod shuffle
    DennisMK Level 1 Level 1 (0 points)
    I'm having most/all of the problems mentioned here. As far as manually ordering tracks, that doesn't work either. As near as I've been able to determine, tracks are played in the order they were put on the Shuffle, no matter how you order them in the list. The only way I've been able to get them in the order I want them is to put them all into a separate play list, set the desired order, delete everything off of the Shuffle, then copy the whole play list onto the Shuffle. By the way, deleting tracks off of the Shuffle doesn't seem to generate a Sync event by itself. While the list window shows the total size of the items in the list at the bottom (and it decreases when items are deleted), clicking on the Settings tab shows a bar at the bottom showing the same amount of space being used before the deletion. You have to move something else to the Shuffle to make it Sync.

    Also, the one problem I've experienced with 8.1 that I haven't seen anyone else mention is connecting the Shuffle and having it show files that hadn't played as having been played and other files that had played not showing as such. For example, say the last thing I did before disconnecting was to put 20 new files on the Shuffle at the top of its list. It will play them last because they were the last items added. But when I reconnect after playing 20 or more tracks, the list shows the top tracks as having been played including those 20 tracks that I hadn't gotten to.
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