I am signed up for Easy Update, and it works great for domestic upgrades. But my experience with international upgrades is that, if one checks on-line, at some point the status will change to "KL -- call reservations" or something like that. On those ocassions, I haven't received any Easy Update notification. And, further, I am told that if one doesn't affirmatively call to "confirm" the upgrade once it goes "KL," then one loses the upgrade.
As far as OCD goes, I think the DSM needs an entirely new diagnosis for Frequent Flier Mania, with a subdiagnosis for Obsessive Upgrade Checking (OUC).