As I wrote about a few days ago, I have four American systemwide upgrades expiring on February 28 (though I’m in the process of trying to give them away). I guess I didn’t plan my travels well for this year, as I kept saving them thinking I’d have some great use eventually, but I didn’t.
Going back several years, American was typically happy to extend the expiration date of systemwide upgrades, or at a minimum, allow you to apply them for travel after their expiration date, assuming the space could be confirmed by the end of February. However, over the past couple of years they’ve gotten stricter.
Per View from the Wing, it looks like American is willing to extend the systemwide upgrade expiration date for some Executive Platinum members to May 31, 2017, which is a three month extension.