Playlists WITHIN iTunes 9 not correct?

Glad to see everyone here is plugging away diligently at the crazy playlists being made on our iPhones and such, but my problem has taken a peculiar twist.
I have a playlist entitled "Most Recently Played" which DOES, in fact, add the most recently played songs to itself. Sort of. iTunes sees it fit to simply pepper these new additions in amongst the other songs all willy-nilly. This of course creates much confusion and sadness, so hopefully someone here has an idea?
I tried the "Live Updating" checkbox deal, but it hasn't made a difference yet.
Suggestions, anyone?

You've hit on a couple of problems, with different solutions (they aren't really solutions, but should help).
For getting podcasts in playlists to sync: click your ipod in the sidebar, go to your 'podcast' tab and scroll down to see the 'include episodes from playlists' section. Click any playlist you use for podcasts.
Ordering in playlists is more complicated. What's changed is that the way you see the playlist on screen is not the way it will appear on your ipod anymore. So for a smart playlist that you want sorted by stationary, unchanging characteristics (like album, artist, etc.): edit your smart playlist by adding a limit (make it higher than you'll need, like 10000 or so) then picking your 'selected by' to be the order you want your podcasts in (album is the order they're in in itunes).
Ordering should be fine in regular, not-smart playlists, so another option is to make your smart playlist, then just drop it into a regular playlist and sort it the way you want there.
Then, please complain about this here: http://www.apple.com/feedback

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http://support.apple.com/kb/TS5376
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The minimum requirements for your Mac for an iPhone is Leopard 10.5.8.
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Log out of iCloud 3.0 and uninstall it.
Open My Computer and then open your C:\ drive. Go to Tools/Folder Options and click on the View tab. Select the “Show hidden…” radio button and click on OK.
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Open your user folder
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I think the iCloud 3.0 software was written by the same folks who wrote healthcare.gov with the main difference being that healthcare.gov might eventually be made to work.
For those of you who hate to go backwards, think of it as attacking to the rear. Which would you rather have, the frustration of no synching or everything working on an older version?
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So, I could use help from people who know mre about this than I do. I did a sync last night between iTunes on my Mac (latest version of iTunes) and my iPhone 5 running iOS 7. For some reason, about 90 songs in one of my playlists have disappeared.
The songs are all checked in the playlist in iTunes
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I haven't checked my other playlists to see what is there and what isn't (I have lots of music, so this would take days to verify).
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Hi oxman78,
That definitely sounds frustrating! Let's give this a go to see if we can isolate the issue futher:
First, connect your device and choose the "Music" tab. Next, uncheck the "Sync Music" checkbox, and apply the changes (so there is ultimately no music syncing to your iPhone).
Once you have done that, recheck the "Sync Music" checkbox, and apply the changes once more. This will instruct iTunes to completely remove all music from your iPhone, and then copy the files once more. If you have a large amount of music, this initial sync may take a while.
iOS: Syncing your data with iTunes
http://support.apple.com/kb/HT1386
iTunes 11 for Mac: Set up syncing for iPod, iPhone, or iPad
http://support.apple.com/kb/PH12113
Cheers!,
Matt M.

Playlists WITHIN iTunes 9 not correct?

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