itunes smart playlist not updating
I have a smart playlist on my mac that filters out songs that have been played in the last 3 months. However, it hasn't updated since last December. It used to sync fine with both on the Mac and my iPod, but now it does nothing. How can I fix it without deleting my whole iTunes Library, which has numerous ripped CDs and iTunes Stores purchases since December?
iMac Line (2012 and Later)