Trying to keep this succinct but thorough. For the last couple of months I have gone thru each (8149) song one by one in my iTunes library. I have been deleting old and creating new playlists. Lots and lots of man hours on this. And then the problem. Have used ITM since inception. It runs across 5 iPhones and 3 iMacs. Never an issue. Works as stated. I finally finished (YEAH ME!!!) last night. So I basically tossed out about 50 playlists and now have ~20. Made a specific playlist for daughter. Told her to listen to the new playlist this morning. She says it isn't there. I double check on my iPhone. Nope! All my old playlists none of the new. Hmmmm. So I go into iTunes and lo and behold iTunes match is turned off. I am assuming this happened when it was updated to 11.1.1. Anyway, no big deal right? All my new playlists are there and none of my old. So I turn on ITM and head to work. I keep monitoring it throughout the morning (Ignition app) and notice that it just keeps recycling between steps 1 and 2. Complete #1 and move to #2 only to stop midway and restart at #1 again. So I get home and guess what? Still going. Not only that but it has now replaced all of my very hard work over the last 2 months with all the old playlists and a lot of the music that I had deleted. Here are the solutions that I have tried so far to fix this issue. I have spent the entire last 5-6 hours trying to resolve the issue. And yes, I have restarted the computer no fewer than 20 times throughout these processes. #1. Creating a new library and turning on ITM and then deleting all files from cloud. Refresh ITM and BOOM!!! Nothing is deleted. #2. Reinstalling iTunes. Doesn't do a single thing. #3. Chunking the /Genius.itl and doing all of the above again ad nauseam in any manner of variations. #4. Spending hours looking at forums with people who have the exact same issue without finding results. #5. Restoring everything in my /Music folder from my Time Machine backup and doing every single one of the steps above over and over The biggest problem is that I can get all my brand spanking new playlists back without any issues at all (they are located on the iTunes Library.itl,) BUT then the second I turn ITM back on it starts restoring all my old playlists and songs. I am completely frustrated and at a loss right now. Some god of apple technician please save me before I commit Hari-Kari by jumping off a tall building holding my iMac in one hand and my Sanity in the other! Thanks ahead!