Thinking of taking the plunge.

Yep. Raspberry pi endpoint, subscribe to Roon and Qobuz, Run roon core on your main computer for now.  And put the rest into the best DAC you can find.  Schiit DACs are good value for the price. I have a Bifrost 2 I'll be selling that I haven't listed yet, I'd give it a good bang for the buck rating although I've obviously taken it out of service for something better.  --JErry

I for sure recommend Roon as a organizer, and QObuz as a music library 

buy quality Ethernet cables, as well as usb cables ,  hardwire noticeably better the wifi,  get a good Ethernet hub like uptone audio Ether regen.

The world has gone Blue so should you.

They resell fast if you decide you need more.

+1 on the Bluesound stuff, easy setup, easy to use and you get it all in one box. Not the absolute best of course, but plenty good, gives you everything streaming,  and it's exactly what you need to get started and understand Streaming. By the time you really get use to it, you'll know if you want to spend more or maybe not. The Bluesound stuff lasted me over 3 years before I felt the need to spend more money. Well, maybe it was wanted, rather then needed even.... 

Hope this is helpful. Let us know what you end up doing and how it went.