Your old iTunes purchases (pre-no-DRM) won't be matched?

Songs purchased outside of the United States iTunes Store containing DRM (Digital Rights Management) will not be matched or uploaded to iCloud.
via support.apple.com

(emphasis mine)
Argh, looks like songs that you bought in a non US iTMS before iTunes went no-DRM will not be matched to the iTunes iCloud. I have quite a few of those (living in NL I use the Dutch iTMS mostly), I never bothered to convert them to iTunes Plus. To have them matched, I probably have to convert them to iTunes Plus first, which adds quite a few euros to the bill.

So, I guess I will just download those illegally and have them matched.. WTF are you doing Apple?

[edit]

I guess I was mistaken. I have 11752 items in my Music library. iTunes Match matched 11388 songs. Difference of 364 songs. I have about 2609 songs still marked as "Protected AAC" - the old DRM-ed files. Looks like those are matched anyway, and the 364 remaining are some obscure items that can't be matched (I don't have any illegal stuff in my iTunes library)

The issue with WiFi-Sync in iOS5

According to the Apple site, WiFi-Sync starts syncing your purchases to iTunes when your iDevice is connected to power and is in standby mode.

For many people, this will be at night, when they go to bed and they plug in their iDevices.

Now, raise your hand when you keep your Mac running during the night, especially those with a laptop.

Right, thank you.

Useful tip: change the location for the iOS device backups in iTunes

Yesterday I tried restoring a backup to my iPad (just installed iOS 5 beta) and all of a sudden my Mac started complaining that my diskspace was too low. Eventually, there was nothing left from the 128Gig SSD I have in my Macbook.
I was confused, what was the cause? After some thorough searching I found out it was due to the size of my backup folder in iTunes. 
This folder was about 50 GB in size! Not surprising since we own 2 iPads 64G, 2 iPhone 4s, 2 iPod touches and some old iPhone 3Gs.. (not all of them were backed up though)

My iTunes library is located on my 750GB HDD which I mounted instead of my SuperDrive. So I thought everything iTunes would be stored there. Wrong!

The backup is located in ~/Library/Application Support/MobileSync/Backup - right, on my space limited SSD. There is no way to change the location in iTunes itself, but thanks to Oliver Aaltonen I found a way to do so manually. On his site, you can find tips for both Mac and Windows, I will just repeat the Mac tip here:

  • Close iTunes
  • Move the ~/Library/Application Support/MobileSync/Backup folder to the destination 
  • The ~/Library/Application Support/MobileSync folder should now be empty
  • Open up Terminal and type the following:
    ln - s /<path to destination>/Backup/ ~/Library/Application\ Support/MobileSync/Backup
That's it! In my case I got 50Gigs extra space on my SSD! I think this is a great tip for those people who have a Macbook Air with only 64G SSD. But everyone with smaller disks can benefit, of course.

Just another hint, if you are running OS X Lion, you'll notice the ~/Library cannot be found. This is because it is hidden. Just open up Finder, in the menu bar select "Go" and then "Go to Folder" and enter ~/Library .. this will open up the hidden folder for you.
Extra, extra tip: Just holding down the <option> key when you click "Go" in the menu bar will reveal ~/Library as an option in the list.