And let the games begin...
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cliff: playlists, should work fine with any amount of songs. Even random ones... iTunes is really just a GIANT XML file, with a pretty interface.
anyway
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creating a smart playlist, as I've described above. Has many stipulations. Sure, it will autogenerate, a completely random playlist, sorted in NO particularly order. The problem is.. when you sync your iPod or iPhone, it doesn't update the playlist with a new set of random songs. Unless you provide it with a stipulation.
If you reference my first 2 attachments, you'll see the smart playlist creation window. Here you can specify options and rules for creating a playlist. The second image contains boolean terms..... you get the idea on those.
There are several things you could select in the first option/rule selection list, that could repopulate the list at each sync (details below). However, if you don't mind a few extra clicks here is my best solution. And an almost guaranteed solution.
Create a Smart Playlist by opening iTunes. Click File > Create Smart Playlist. Title your playlist anyway you like.
Uncheck match the following rule(s).
Limit to however many items you like. Selected by random.
- (CAVEAT TIME: If you're like cliff, and have a extreme amount of music, like 15k songs, create 2-4 playlists. Why? Well... you have a wide selection to choose from in the car. Plus we know the interface is rather laggy, and a MASSIVE playlist could take a lil while to load. Additionally, the 'random' algorithim is only "SO" random, lol. Shuffling a playlist of 15k songs on the regular isn't so random, as interchanging 15k songs, between 3 - 4 playlists, on the regular.) yes. it will work with a single playlist, of 15 thousand songs, lol . With no problems. As I said, iTunes is a giant XML file.
If you're like me, and have music videos, or songs that you don't put on your iPod, check : Match only checked items. (this keeps your iPod from syncing songs which are not checked.
Click Live Updating.
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Sounds like something I wrote before right? Doesn't answer many questions in detail?
Well here's the catch. Other than defining stipulations. such as Match Following rule, based on last time played, etc... (you'll have to play with these rules.... the playlist will not be automatically/automagically (hehe) randomized each time you sync.
So How do you do it?
Well... Simple. Open iTunes, when you sync your iPod... Select all of your songs in the PLAYLIST. NOT your LIBRARY (goodness forbid). and delete them. Since it's a smart playlist, a new set of random songs will be generated in seconds. Resync your ipod, and you have a new random playlist.
If you get the concept of having 3-4 playlists, splitting/dividing your massive library, you have large random playlists, without the chance of having recurrences of songs, as often as you would.. perhaps even as often as using the "real" random/shuffle feature.
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edit: there are other plugins for itunes, that can help with this, for mac users there are automator scripts that do this. and I am at the same time researching other options for us. I'd like everyone's feed back. I'm trying to think out of the box. this is a very simple solution. even with cliff... if he was to create a smart playlist, of his entire library, and delete all items on it, re-randomizing it, over and over, that's a awful big chance he'd end up with the same sequential order in the near future.