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I’m trying to use "Shuffle By Grouping" for the first time and I can’t make it work at all. I want to shuffle a playlist so that all songs in the playlist with the same title play together, even from different artists and albums. For instance I want to hear the song "Something" by The Beatles, and Peggy Lee’s cover of that song together. Then I want to randomly jump to another Grouping of songs with the same title, say, St. Louis Blues, and play all of them, and so on. Sort of like Album shuffling if each Album had the same song by different Artists. What I tried: 1 - made a standard playlist called "Originals/Covers". 2 - dragged all the songs that I have versions of by different Artists into "Originals/Covers". 3 - sorted the playlist by Name so all the same Titles are together. 4 - arranged the columns so that the Name and Groupings columns are next to each other. 5 - Made sure all the Grouping fields were empty. 6 - copied the Name Field over to Groupings for each song using one of Doug’s Applescripts. 7 - verified that all the Grouping text was the same for each grouping. What this looks like: NAME----------------------GROUPING---------------------ARTIST Love For Sale---------------Love For Sale------------------Adderley, Cannonball Love For Sale---------------Love For Sale------------------Arthur Lyman Group Love For Sale---------------Love For Sale------------------Dorsey, Jimmy Love For Sale---------------Love For Sale------------------London, Julie Love Potion #9-------------Love Potion Number Nine---The Coasters Love Potion Number 9----Love Potion Number Nine---The Clovers 8 - set Shuffle to "ON" and "By Grouping" via the Control Menu. 9 - clicked the "crossed arrows" Shuffle button. What happens: A random song plays, but instead of playing the rest of the songs in that grouping iTunes selects another random song. Up Next looks like the songs are shuffled by Song, not Grouping. I’m using 12.3.2 on 10.11.3. So what is wrong here? Thanks in advance.

I am a fan of shuffling through my entire library. Heck, it's way better than pandora because I like every single song it plays. Is there a way to do this with Jremote? If not can anyone suggest another remote that will. I really like the Jremote interface but the shuffle thing is a "make or break" scenario for me. Thanks!