How to play large music Library in shuffle play on iPad

Question

I collect music and have a large library, very large, I have to constantly look for tracks to delete when I sync my two 160GB iPod classics, which hold around 18,350 songs currently. Using iTunes match on 64GB iPad and 32GB iPhone, which are at 20,628 songs and 20,572 songs respectively, including most of the deleted tracks which are still on iTunes match, although I'm not sure why the numbers are different. At least three fourths of the tracks are iTunes downloads, the majority of the rest are from my CD and vinyl library and can't be found at iTunes. Because of the size of the library, I do look for songs to delete from the library whenever I synch new music mad as you might have guessed, I buy a lot of music - all the charted Billboard records and emphasis album tracks, and then some, such as 12 inch mixes and various variations and have most of the records listed in the various Joel Whitburn Billboard reference books for Pop, R&B, Country, Dance, Rock, and basically all the formats and genres that compose the bulk of the tracks on the Hot 100.
What I would like to do is use the iPad in the same fashion as the iPods, which is usually shuffle play. It does work, but a lot of songs seem to me greyed out, basically anything that isn't an iTunes purchase is checked to be marked directly to the iPads storage, and the rest is in iTunes match. If I rent the 50GB available at iCloud, and I really probably need two such accounts, can I get tracks to play in shuffle play automatically from the cloud, along with my locally synced tracks, or does each have to be downloaded individually, which would defeat the whole purpose of shuffle play? Also, for some reason, when these tracks are played in shuffle there are very few tracks greyed out, and it does what I want, while with the wireless data plan many more tracks are greyed out. Also, does the system automatically choose different tracks to be greyed out each time i connect to wireless, or is the same every time? I really need a 512GB iPad, or at the absolute minimum a 256GB one.
Any thoughts or ideas? Thanks.

Answer 1

Did you select them to sync to your iphone?
Did you sync your iphone?
What did you try?
http://manuals.info.apple.com/en_US/iphone_user_guide.pdf