I use Quicken 2003 and I definitely experience this problem. Why Quicken would ever automatically match on a
cleared transaction is beyond me! Then, when you hit Unmatch .... it doesn't just
unmatch and make it a "New" transaction as it did in Quicken 2002 .... instead, it simply tries to automatically match again to an older transaction. So you have to do this several times until it runs out of transactions with the same dollar amount in the previous few months. This is the most
brain dead "feature" of Quicken 2003! That along with very spotty scroll wheel support is a constant irritant. Given your comments about Quicken 2004 showing no improvement in this area, I see absolutely no reason to upgrade.
OAW