Sounds like you are on the right path. Sim makes very well built quality components. While I would purchase a separate DAC and streamer.
I would not worry about a ripper. You can always do it on a PC… although these days there is less and less reason to do it. A great streamer and DAC will negate the need for any stored files.
Getting the best sound quality / quality components will provide the best long termed solution. So, I would get the Sim. I have owned several SIM Moon products.