I can't figure out how to get my ipod to sync an audiobook playlist, a podcast playlist and then fill up with music from another playlist. Can you help? [more inside]
posted by tonylord on Nov 30, 2009 - 2 answers

iPhone not syncing calendars, photos, and triplicated my notes. Help? [more inside]
posted by scazza on Nov 12, 2009 - 3 answers

How do I keep iTunes from deleting old podcasts? [more inside]
posted by canine epigram on Jun 24, 2009 - 8 answers

Help me back up my iTunes to my external hard drive. But only the new ones.... [more inside]
posted by gwenlister on Jun 18, 2009 - 9 answers

How do you sync two iphones to one, shared itunes? Also, is it possible to keep each phone's calendar and address book separate from the other? [more inside]
posted by I could but I won't on Jun 18, 2009 - 4 answers

I am thinking of switching to the iPhone cult (long-time Nokia user) but I am very concerned about whether the iPhones/iTunes combo can support my day-to-day workflow, which is mostly Outlook-based. [more inside]
posted by costas on Jun 18, 2009 - 5 answers

Is there a way to keep ratings and playcounts in iTunes synced across different computers that works in Windows? I've found a Mac-only solution (echodio) but there doesn't seem to be an equivalent option for Windows.
posted by your mildly obsessive average geek on Jun 14, 2009 - 9 answers

How can I setup iTunes' sync to remove podcasts from my iPhone only if they've been played completely? [more inside]
posted by Nelsormensch on Apr 6, 2009 - 5 answers

What have I done to my iPod or iTunes that it won't sync new podcasts? The old ones sync just fine. [more inside]
posted by UrbanEconomist on Nov 12, 2008 - 3 answers

How can I sync podcasts to my iPod from my main PC and my laptop? [more inside]
posted by tapeguy on Oct 28, 2008 - 3 answers

My iPod nano clock resets to a different time whenever I sync it with iTunes. How can I prevent this? [more inside]
posted by paleyellowwithorange on Oct 12, 2008 - 5 answers

I accidentally synced my mac's contacts with gmail, and added 4000 unwanted contacts. I manually stripped them out, turned off gmail syncing, and now I get an "unknown error" from itunes when syncing with my iphone, and a "syncing contacts will add 4000 (or so) contacts" message ... even though those people weren't showing up in my contacts app. [more inside]
posted by luriete on Oct 3, 2008 - 3 answers

iTunesFilter: Songs/artists in iTunes not in iPod. Huh? [more inside]
posted by ObscureReferenceMan on Sep 21, 2008 - 13 answers

I sync my nano with iTunes. I play a few podcasts on my iPod, plug it in to my computer, but iTunes doesn't notice they've been played, and resets all my podcasts. But only sometimes! Infuriating! [more inside]
posted by the_W on Jan 6, 2008 - 4 answers

My iPod and iTunes are no longer cooperating. Every attempt to sync maxes out my memory use and hangs the iTunes app. [more inside]
posted by grabbingsand on Oct 17, 2007 - 3 answers

Any ideas why transferring files to my ipod (over usb 2.0) starts out fast then gradually slows to a crawl? [more inside]
posted by pardonyou? on Oct 9, 2007 - 10 answers

I rate my music on my ipod as I listen through it, and I'm trying to get several thousand ratings from the ipod back into itunes. It doesn't seem like itunes can do this for me. (That's stupid!) I found this script, which also has failed to work for me. Need help using the script, or itunes, or finding another alternative. [more inside]
posted by lockse on Oct 7, 2007 - 12 answers

How to get itunes on my home mac to recognize the iphone that was activated my work pc?I've scraped around for two days looking for an answer to why my itunes wont recognize my iphone. [more inside]
posted by jchinique on Jul 11, 2007 - 5 answers

I have a question about syncing an iPod to a Mac it was previously paired with. (It's a bit like this question, but 2007-style.) [more inside]
posted by Ian A.T. on Apr 24, 2007 - 4 answers

iTunes filter: Can I sync my music on my iTunes player to my non-apple MP3 player? [more inside]
posted by Mrs. Smith on Mar 14, 2007 - 8 answers

One iPod (60 GB). One PowerBook. One XP Box. One keswick. How do I keep all four happy? [more inside]
posted by keswick on Sep 12, 2005 - 9 answers