One thing I like to do with my iTunes playlists, smart or normal, is to adjust which items are to be played in what order. Most the time, I'm happy with the order that appears when the items are downloaded. However, sometimes, I want to listen to a specific podcast first, or I might want to put a podcast off till the end.
When I attempted to adjust the order by dragging an item in the playlist, I found that my Video Podcasts playlist wouldn't let me do this, my Audio Podcasts let me adjust the order just fine.
Now this baffled me. There was one other time I wasn't able to adjust the order of items in a smart playlist. At that time, I just assumed I wasn't able to adjust the item order in smart playlists back then so I forgot about it. Fast forward to now. I have been adjusting the order of my Audio Playlist without any problems, but I didn't think about the fact that it was a smart playlist.

As you can see, there is a little insert bar that appears when adjusting the order of items in a playlist works.
So I attempted to adjust the order in my Video Podcasts playlist and found it wasn't working.

Here, you can see that no insertion bar appears when dragging an item around in the list.
This made me scratch my head since both are smart playlists. Now, I know I can, in fact, adjust the order in a smart playlist since the Audio Podcasts playlist was working perfectly. I know that the Video Podcasts playlist should work, so what is the difference between the two playlists that made one work and the other not.
I checked the settings in both smart playlist and saw that other than what they are set to display, the rest of the setting are the same. I really couldn't think of anything else that could cause this so I wound up giving up for a few days.
Today, it started bugging me again, so I took a look again. This time I notices something that I hadn't before. The Video Podcasts playlist has a "Name" sort order and the Audio Podcast playlist is sorted by the number column. "Bing" (lightbulb turning on over head) It hits me that if the playlist is not sorted by the first number column, it must not allow that playlist to have it's order changed. I changed the sorting of the playlist to the first column and "presto", I am now able to adjust the playlist order.
So it seems that the only way you can adjust the playlist order of a smart playlist is if it's sorted by the first column (what ever that column is called).
I figured that if I had problems figuring this out, there are probably others out there that are having similar problems and would want to know what the solution is.



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