I can get Roon to play “random” tracks from my Library either by selecting “Play All” on the album screen or by starting a Radio session. However, I would like Roon to be able select random/related whole albums (starting from a track 1) and load them them in sequence into a queue exactly like iTunes does with “Shuffle by Album”.
+1 on this, was trying to figure out a way to do this today. I know that I can add whole albums to my queue, but one of my favorite things about listening to my music is being surprised by whatever shuffle pops up next.
Yes please. I use random album play extensively on LMS and it would be great to see this replicated in Roon.
+1 for this feature
+1 here too
+1 as well but I would like to see a screen of albums rather than loading into the queue. Focus on Similar is nice but lacks the randomness.
Just had another idea for implementation - sometimes I let the Radio function go after my queue has finished up, but more often I click on thumbs up to start another ‘random’ queue. What if the thumb could also add the entire album instead of just that particular track - right click, an option in settings?
More shuffle and radio options would be key, generally. I don’t usually make a manual playlist. I like to pick some grouping and hear it randomly. It would be great to have Roon do more of that for me. Lately I’ve been using the sub-genres for this purpose and it’s pretty good. But more options would be wonderful.
plus one for this feature
+1 here too
I can’t imagine using this myself, but @Jan_Koudijs has developed a Roon extension doing just this:
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Do you sometimes want to be surprised by your music collection, quick and easy?
It can play you a random album in just 2 clicks 
I’m a very stubborn album listener that likes to focus on an album as a monolithic piece of art. Every now and then I’m feeling a bit frisky and let Roon Radio do its thing – but mostly I like to pick my albums by hand (or by association within Roon). I rarely play music ‘in the background’ – attentive listening only.
I can’t see shuffling whole albums play a role in my life, but hey – people are asking and you delivered, so there must be something to it. Different strokes.
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Let me be honest with you, I don’t use it much myself either 
For me it’s the fun of creating.
That’s why we love you, Jan. 
I’m not exactly a whiz with the command line, but I managed to get Jan’s extension installed and running on my Mac in not too much time. Restarting the extension manager every time I start Roon is a bit of a pain. I’ll probably figure how to write a script to start it, but haven’t done that research yet.
I, too, appreciate albums as a single work and, at least once upon a time, the way an artist/producer/etc. intended for listeners to enjoy their music. Especially with the advent of streaming, I find myself frequently overwhelmed by choice and the Random Album Shuffle has me listening to things I might not have sought out but definitely enjoy when I listen. It’s a way to blow the proverbial dust off of some my collection and be reminded why I added an album to that collection in the first place. Thanks, @Jan_Koudijs!
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Please share it with the community if you find a way to do it. I’m outside the Apple ecosystem so I cannot provide a solution.
I think the plugin works nicely within the limitations. However, +1 for this feature request… How the plugin works is not clear from the UI and I would like to limit the albums that are taken into account for shuffeling. E.g., if I select the “jazz” tag from the album browser, it should only shuffle albums with a “jazz” tag.