I just wanted to say thanks for inspiring me to do something about this playlist of mine.
It is a collection of tracks in really mediocre .mp3-quality, the Swedish Top40-list you could call it. It is based on the sales of singles in Sweden from 1984 until 2006 when the radio show was cancelled, due to change of nature in sales.
The radio show that presented these pop songs was called Tracks, and we were many many who recorded these shows on our casette decks.
Anyways, i have had this collection of songs for many years, and considered replacing them with tracks from streaming services and my local tracks. The collection playlist is almost 4.000 songs and is very well organized.
Roon treats this collection as an album, based on my tagging “Album title: Trackslistan 84-06”. So i just took this album, created a playlist from it’s contents.
Now, i am going through this and replacing tracks individually, but it is VERY cumbersome in Roon.
What is missing is a rudimentary check against local and streaming service libraries:
Do i have a track match using Artist and Title (preferably also release year)?
What it looks like right now, is i click the artist “Howard Jones” in the playlist, and get redirected to some dude who most people never heard of?
Same thing if i click Phil Collins:
And what makes this a total chore, is that Roon is sooo slow when doing this, it takes a few seconds between each click on an artist, till i can decide wheteher the artist is correct or initate a search, (where of course both Phil Collins and Howard Jones as hit makers comes first, pretty quickly also)
It seems also that if there are more than one likely artist-hit, it does NOT match with the one that is already in my library or most frequently searched or whatever priorities. Oh, maybe it picks up on the first name match, where they are present in my lib but from unidentified albums? 
The process is very tedious though, and it IS bringing my Core to it’s knees after a hundred songs or so, making it slower and slower. ( remedy ~ restart Roon Core)
So, @Roon please, please consider a smarter identification process, preferably a batch job: “Go match these, and give the results back with options to abort, create playlist, review what was not found etc…”
When searching on basic tags like artist and track identification is pretty exact, but the software makes it complex and high friction…