I went through similar deliberations as @anon74822662, a year or so ago
Rather than spam this forum I wrote my thoughts to Roon explaining why I would not be renewing , I was asked to post my thoughts on the forum rather than to do it privately
I eventually did renew and am now in my third year.
Roon has a lot going for it but I still find my “Love Hate Relationship” going.
It must be me as when I was still actively developing I had the same relationship with #Resharper , a C# Tool. Can’t live with it can’t live without it
In my personal case its not about money R2000 a year is a fair sum but not if I derive pleasure from it. I am beyond the massive Big Bucks Hi Fi systems these days so what I spend on subs is not even a fraction of a new amp etc
My grouse is frustration , I turn Roon off , no sooner I do it I turn it on again . I would love not to even have these sorts of doubts but I do. My collections is 50% Classical hence my vocalization on the subject, while Roon is so poor WRT Box Sets I can’t see me ever being happy .
That’s why I maintain 2 libraries , Box Sets in JRiver are perfectly navigable and manageable
Just my 2p, I’m not “taking my bat home” just yet …