Article
Ask iLounge 5-8-09
Ask iLounge offers readers the opportunity to get answers to their iPod-related questions from a member of the iLounge editorial team. We'll answer several questions here each week, and of course, you can always get help with more immediate concerns from the iLounge Discussion Forums. Submit your questions for consideration using our Ask iLounge Submit Form. We reserve the right to edit questions for grammar, spelling, and length.
How do I copy music from my iPod onto my computer?
Click here for the answer.
How do I put DVDs on my iPod?
For converting DVDs, web video, TV shows and home movies to your iPod, iPhone or Apple TV, we have a three-part series outlining the best formats, settings, and various tools to use for converting all types of video content for use on these devices.
The Complete Guide to iPod, iPhone and Apple TV Video Conversion (Mac)
The Complete Guide to iPod, iPhone and Apple TV Video Conversion (Windows)
Q: What are the best speakers to use with my iPod? (15, 76-79, and 90-92)
Q: What are the best headphones to use with my iPod? (10, 72-75, and 90-92)
Q: I really want to get a nice case for my iPod. Do you have any suggestions? (36-37, 54-67, and 90-92)
Q: How can I connect my iPod to my car stereo? (14, 32-35, 68-71, and 90-92)
Q: Are there any batteries that I can use to extend my iPod's battery life? (82-83 and 90-92)
A: Answers to these and many other questions can be found in two places. Our Free iPod Book 3.3 provides a complete report card to all of the iPod accessories we've reviewed as of summer 2007, as well as over 125 iTunes and iPod tips & tricks. Further, our new 2008 iPod & iPhone Buyers' Guide has accessory tutorials at the page numbers listed in parentheses above. These and other publications in our Library are free downloads, developed by the editors of iLounge!
Q:
I have a 160 GB iPod classic and when I go to my audiobooks it simply lists EVERY audiobook file I own alphabetically, with no options to sort by artist or album like it does with my music. This makes listening to any audiobook that does not have alphabetical chapter names a NIGHTMARE (anthologies are the worst, as the separate stories are scattered all over the master list). An Apple Care representative could not figure this out. You’re my last hope! PLEASE HELP!
- Lane
A:The built-in audiobooks menu on the iPod is quite limited and only operates in the way you describe—providing a listing of ALL audiobooks that are on your iPod, in alphabetical order.
While there’s no way to change the behavior of the built-in audiobooks menu option, you can work around this problem by using playlists for your audiobooks. Audiobooks are treated in the same manner as any other audio file in terms of being able to be placed in a playlist and synced to your iPod as part of that playlist.
Smart Playlists are particularly helpful in this case, as you can build playlists which automatically select audiobooks from a certain genre or author and filter out those which you have already listened to.

Another possible workaround would be to change your audiobook files back to “Music” files in iTunes. If you re-classify your audiobooks as “Music” files then they will show up in the normal artist, album and genre sections. To do this, you can simply select the track(s) in question, choose File, Get Info from the iTunes menu to see the file information dialog box and then change the “Media Kind” from “Audiobook” to “Music” under the Options tab.

Note that you will lose the ability to set playback speed by doing this, but can still use the “Remember playback position” and “Skip when shuffling” options found on the same tab to apply those typical audiobook settings.
I have several songs that I have purchased from the iTunes Store using the iTunes App on my iPhone. I can’t get them to transfer to iTunes on my computer. What am I doing wrong?
- Joseph
A:Normally any tracks purchased on your iPhone or iPod touch should automatically transfer back to your computer as soon as you sync your iPhone, provided that your computer is authorized for the same iTunes Store account that was used to purchase the tracks on the iPhone itself.
You can manually authorize your computer by choosing Store, Authorize Computer from the iTunes menu and entering your iTunes Store user ID and password.
Note also that if you’re managing the content on your iPhone manually rather than using automatic sync, your purchased tracks may not automatically be transferred back. In this case, you can force this transfer to occur by selecting the Transfer Purchases option from the iTunes File menu while your iPhone is connected.
If I listen to a podcast on my iPod completely all the way to the end the next time I sync with iTunes the podcast disappears off my iPod and I can’t listen to it on my
iPod again, even though it remains in iTunes itself. How do I fix this so I can listen to a podcast more than once when I want to? This didnt always happen so I know it doesnt have to work this way.
- Rachel
A:You can definitely change this behavior, and the setting for this can be found on the “Podcasts” tab in your iPod sync settings within iTunes. Simply connect your iPod to your computer and select it from the devices list on the left-hand side of the iTunes window. From the tabs that appear in the main window, select “Podcasts” to manage which podcasts are synced to your iPod from iTunes.

The drop-down menu beside the “Sync” option at the top of this screen allows you to choose whether iTunes syncs all podcasts, only unplayed podcasts, or only new podcasts. You can also choose to sync only a certain number of the most recent or least recent episodes of each podcast. In this context, “unplayed” indicates podcast episodes that have not been played through all the way to the end, while “new” indicates podcast episodes that have not been listed to at all, so if you choose the “new” setting then podcast episodes will be removed from your device if you have listened to even a portion of the episode.
In your specific situation, you probably want to change this setting to include one of the “All” settings, although if you have a large number of podcast episodes stored, you may want to limit this to the 1, 3, 5 or 10 most recent episodes to conserve space on your device.
Note that this setting applies to ALL of your podcast subscriptions, so if you subscribe to a lot of different podcasts, you may find that you’re keeping more episode than you would otherwise like to. If you want more granular control, you can easily create a Smart Playlist for your specific podcast that keeps the old episodes for a specific podcast on your device, while still using the “Unplayed” option for your other podcast episodes. As an added benefit, you can use the “Last played” criteria to limit how long an old podcast episode stays on your iPod.

Standard playlists can also be used if you simply want to keep a few specific podcast episodes on your device. Basically, any podcast episodes listed in playlists which are synced to your device will be transferred to your device regardless of the settings in the “Podcasts” tab.
I got a new laptop last Christmas and I downloaded iTunes onto it. Now I’m trying to sync my music, pictures, and videos from my old computer to my new laptop, but when ever I click the Sync button for my iPod, two choices pop up: “Erase and Sync” and “Transfer Purchases.” I don’t think I want to erase my iPod so I click Transfer Purchases but all that pops up is an error message which shows all my purchases as an error! What do I do?
- Hanna
A:Firstly, if you still have your old computer available, it would be far simpler to transfer your iTunes library from the old computer over to your new laptop. This would ensure that any ratings, playlists and other metadata are preserved, and since it would be the library database, iTunes would immediately recognize your iPod as already “belonging” to your new laptop and it would sync seamlessly. Check out our tutorial on Transferring your iTunes Library for more information on how to do this.
If you no longer have the old computer, you can recover your content from your iPod back onto your new laptop, but you will likely need a third-party tool to accomplish this. The “Transfer Purchases” option in iTunes will only transfer back music purchased from the iTunes Store, so unless your library consists solely of iTunes-purchased content, you will still need a method for getting your other content transferred back. Our tutorial on Copying Content from your iPod to your Computer provides more information on some of the tools available to do this.
The errors that you are seeing when transferring purchases are likely related to your new computer not having been authorized for the iTunes Store account that was previously used to purchase these items. You can manually authorize the new computer by selecting Store, Authorize Computer from the iTunes menu and entering your iTunes Store user ID and password.
Note that transferring your iTunes library from your old computer is definitely the best of these options if you still have this available, since all of your relevant data is there. Third-party tools which recover content from an iPod attempt to rebuild your iTunes library based on what’s found on the iPod, but this is a less accurate process than simply transferring over an exact copy of your library database in the first place.
I am new to the whole Mac world, so please bear with me. I recently purchased a new iMac and luckily was able to transfer my entire music collection from my Windows PC to my Apple iMac without any major problems. While sitting at my desk the other night I accidentally knocked my iPod off its dock and an error message appeared on the iMac telling me that I had removed hardware unsafely. My iPod now is showing that there is no music on it, however, when checking hard drive availability on the iPod it still shows that all the data is stored. I know I can just restore the iPod to factory settings and put the music back on, but is there anyway I
can just make the iPod recognize the data that is obviously still present
on it? Thanks for any suggestions.
- Patrick
A:Unfortunately, what has happened in this case is that the iPod’s internal database has become damaged, so while all of the content may still be on the iPod, it has no way of finding or identifying that content.
Although there are tools that can be used to recover/repair an iPod database in this situation, it’s probably far simpler to just do a Restore on the iPod as long as you have all of your content in your iTunes library already. Third-party iPod repair tools are generally not free, and many of them do not even support the newer iPod models due to changes in the internal database files.
Further, doing a full Restore from iTunes will ensure that your iPod is in a clean state, whereas third-party iPod database repair tools may not completely correct the problems.
Also note that since you stated that you moved from a Windows PC to a Mac, restoring will have the additional advantage of ensuring that your iPod is properly formatted for Mac OS X. While a Windows-formatted iPod will technically work with a Mac, this is not a supported configuration and there have been some problems that have popped up in the past related to album artwork and database consistency when working in this configuration.
Note that if you do have content on your iPod that does not also exist on your computer, you may want to check out the “Brute-force” recovery method discussed in our iPod 201 article on Copying Content from your iPod to your Computer.
I lost my iPod and want to purchase a new one and fill it with the content on the iTunes library on my computer. When I changed computers a few months ago I lost ALL of my content by not doing it right. I would like to know how to register my new iPod on my iTunes account so that the content will transfer to the new iPod. I don’t need to have two iPods on one account - I just don’t want to have happen what happened before.
- Cathie
A:The short answer to this question is simply “Plug your new iPod into your computer.”
Getting a new iPod is completely different from getting a new computer. iTunes always treats the library on the computer as the master, authoritative library, which is why you may have had a problem when connecting your existing, full iPod to your new, empty iTunes library. In this case, the empty iTunes library wanted to take priority over what was on the iPod and replace it with what was in the iTunes library. iTunes to iPod synchronization is mostly a one-way affair, from iTunes to the iPod.
Therefore, when getting a new iPod for an existing iTunes library, it’s really very simple: Plug your new iPod into your computer. That’s really just about all there is to it.
A new iPod Setup Assistant will run to ask you to name your iPod and a few very basic questions on whether you want to automatically sync content or manage it manually, and iTunes will ask you whether you want to register your iPod with Apple for warranty purposes. Note that this registration has absolutely nothing to do with your iTunes library or your iTunes Store account - it’s simply the equivalent of filling out and mailing in the warranty card you get with any other appliance.
Beyond those relatively simple steps, howver, you should be ready to go. Since the iTunes library is authoritative in this case and sync generally occurs to the iPod, then iTunes will happily fill up the new iPod with your content.
Ask iLounge Archives:
10-30-09: Authorization problems with iPod touch, Changing Grid View background in iTunes, iTunes library and Music Folder are different sizes, Older iPods and firmware updates, Reconciling two different iTunes libraries, Syncing multiple devices to one iTunes library
10-23-09: Using a laptop with an iTunes library on an external hard drive, Transferring YouTube videos to iPod, iPod touch accessibility settings, Disabling Shake to Shuffle on iPod nano, Purchased songs fail to download from iTunes Store, Charging and powering off iPhone
10-16-09: Moving iTunes to a new computer, Transferring contacts from Blackberry to an iPhone, Disabling iPhone Backups, Using AV cables for audio only, Problems syncing photos to iPod touch, Memorex iFlip and iPhone compatibility
10-9-09: iPhone OS and external keyboards, Adjusting ratings in a remote iTunes library, Excluding tracks from Genius Mixes, Moving iTunes library out of My Documents, Playlist folders on iPod touch, Refreshing random Smart Playlists
9-25-09: iTunes 9 and Shopping Cart, Restoring iTunes to an external hard drive, Using an HTTP Proxy over 3G, Problems transferring movies from iTunes to IPhone, iPod touch shuffle mode, Using an iPhone without a SIM card
Next: iPhone Gems: American Idol, Dig Dug Remix, Glyder + Pocket God
Previous: Weird + Small Apps: Star Trek Countdown, UpNext 3D NYC, TipOut, Moments, Michelin, FoodMenus + More
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1
@Rachel
If there is a podcast I want to keep on my iPod, it’s probably because I like is a lot; It needs to be rated 5-stars.
I then have a Smart Playlist which lists all Podcast Episodes with 5-stars and I can keep that episode on my iPod.
Another Smart Playlist you could use is Playcount < 2. This means that the Podcast wont disappear until after you’ve listened to it twice.
Keep in my
Posted by Dan Woods on May 9, 2009 at 5:26 PM (PDT)
2
1. Why am not allowed to post in the forum? I am showing as being present as a registered user.
2. What I wanted to post is a question about a problem I am having with my iPod running Audiobooks. When I try to either back up or go forward by a minute or two, it goes back to the beginning and loses its bookmarking. I have remember my place and do not shuffle. It happens in the regular Audiobook folder and the smart folder. What is causing this? It worked perfectly for months. I am not doing anything different.
Thank you-
Susan
Posted by bhcatlady on May 27, 2009 at 8:46 PM (PDT)