OK, I've been lazy in answering but here it is -
1. Use Roon - Yes
2. Lifetime - went directly from a 60 day free trial to lifetime...and glad I did since they raised the price!
3. Roon core-server is a sonicTransporter i5-CDR with 2TB hard drive. Multiple playback devices - main one is the Trinnov Altitude 16 which is Roon-ready. The other playback devices (designated as zones) are 4 laptops which have Roon playback software installed. For the Altitude, I use an ipad for the Roon playback app. I also have 1 other playback device: a Sonore ultraRendu Roon-ready player connected by USB to an iFi Pro DSD DAC for headphone and analog stereo tube preamp. The sonicTransporter, Trinnov, laptops, & Sonore are all connected by wired ethernet.
4. Western Digital mycloud 4 bay NAS used for backup of music files only, not playback. All playback music files are stored on the sonicTransporter.
6. Only other music software I've ever used in itunes & that was only to get music onto the phone and very occasional PC playback. I know...a no-contest comparison
. I've tire-kicked J River a few times, even to download a free trial once but never was that interested in computer file based music until I bought the Trinnov Altitude. I was married to discs. The Altitude being Roon-ready was a big factor in changing my mind as well as a very persuasive Trinnov owner (audioguy) that I've gotten to know well.
I initially used Roon for my local stored files purchased from various sources: Acoustic Sounds, NativeDSD, Qobuz & even my itunes aac files. I finally signed up with Qobuz recently since they announced their big price reduction and streaming only hi-rez & CD quality. Went with the annual subscription. If they ever offer a lifetime option, I'd probably go for it.
On my impressions of using Roon & Qobuz & what it's meant to my decade's of music listening - wow! I've even setup a few internet radio stations in Roon that I occasionally enjoyed using the Marantz prepro and Pioneer AVR. It's all there in 1 package.