My hard drive crashed and had to be replaced.  How do I petition iTunes to allow me to redownload my music?

How do I petition iTunes to allow me to re-download all of my purchased music?

First off, if you have a portable device such as an iPod/iPhone/iPad with media on it that at one point and time you purchased from the iTunes Store, you can transfer that back to your computer at any time.
If you absolutely have no copies on a device or backed-up, then Apple is (as I hope you're aware) not obligated to let you re-download any of your purchases. Someone claimed that Apple let them redownload either a song or a handful of songs that they lost when they used the contact apple form here: http://www.apple.com/support/itunes/contact.html?form=music&topic=Music%20Purcha ses&subtopic=Lost%20or%20Missing%20Items. However, I do not know if this is even true or not. I guess if you want to give it a shot you can try that but remember they are not obligated to do this for you.
I hate to be a bummer, but there is a good chance Apple will say we are sorry, but there is nothing we can do, and will advise you to in the future (and this is something I more than echo) is always have your music purchases backed up. Invest in an external hard drive and since you have a Mac, use Time Machine! It's absolutely perfect for backing up your iTunes library and once you plug it in you can forget about it as it updates automatically. It may be a 80-100 dollar investment now but as you may see it is well worth the purchase. So morale of story: back-up back-up back-up!!

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