Digiital source material: what do people do/makes the most sense...

QUESTION 1: I have a few hundred CDs (plan on ripping to server), and am wondering how to get rest of music I want:

• A. add one streaming service (which do you recommend?) or
• B. add one streaming service + buy occasional CDs
• C. add two streaming services

QUESTION 2: is it is possible to set up hardware to use two services (if needed?):

My musical taste:

• Classical mainly orchestral but I want to be able to choose a better conductor
• Common popular music artists  but I'll want to be able to access most of CDs/albums from e.g. cat stevens, Heart, Rod Stewart, Traffic, Bill Joel, etc
• Some jazz: mainstream (Brubeck, Miles, Coletrane...)
  

Thanks for your time.