How to upgrade protected AAC files to iTunes Plus (DRM-free)?

Hi everyone. I have been purchasing music from the iTunes Music Store ever since it opened here in the US. Along the way I have purchased both protected AAC files (the original 128 kbps files), iTunes Plus files, and I've upgraded some of the protected to iTunes Plus files for $0.30 over the last few years. I now have approximately 900 "protected AAC files" left that I wanted to upgrade to iTunes Plus and see the only way to do that now is via iTunes Match.
My dilema is this... I have approximately 900+ files that I want to upgrade and don't feel like manually deleting every track, finding it in the iTunes Music Store, and then redownloading (in the iTunes Plus format). Is there a way to do all 900+ at one time?
Thank you,
Keith

First you need to enable the iCloud Status, Bit Rate and Kind columns so you can see which tracks are "matched" and which are "uploaded." Any tracks that are "uploaded" will not be upgraded. To enable these columns switch to Song view then pull down View > View Options and select the appropriate check boxes then close the small window. Once this is done you can see the tracks that are protected and matched. These tracks can then be deleted from the iTunes library and the HDD (but make sure you have them backed up first, just in case) then downloaded from the cloud. They will then be DRM-free 256 Kbps AAC files.
As Jim points out you will not get a 100% match rate. The process simply isn't that good.

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Microsoft Windows 7 x64 Business Edition Service Pack 1 (Build 7601)
Hewlett-Packard HP Pro 3400 Series MT
iTunes 10.6.3.25
QuickTime not available
FairPlay 1.14.43
Apple Application Support 2.1.9
iPod Updater Library 10.0d2
CD Driver 2.2.0.1
CD Driver DLL 2.1.1.1
Apple Mobile Device 5.2.0.6
Apple Mobile Device Driver 1.59.0.0
Bonjour 3.0.0.10 (333.10)
Gracenote SDK 1.9.6.502
Gracenote MusicID 1.9.6.115
Gracenote Submit 1.9.6.143
Gracenote DSP 1.9.6.45
iTunes Serial Number 002EAC14038BEDE8
Current user is an administrator.
The current local date and time is 2012-06-20 18:36:03.
iTunes is not running in safe mode.
WebKit accelerated compositing is enabled.
HDCP is not supported.
Core Media is supported.
Video Display Information
Intel Corporation, Intel(R) HD Graphics
**** External Plug-ins Information ****
No external plug-ins installed.
iPodService 10.6.3.25 (x64) is currently running.
iTunesHelper 10.6.3.25 is currently running.
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