Importance of Ripping CD to My Music Server

Over the years my system has evolved to a pretty decent system that sounds fabulous.  My system currently consists of:

• McIntosh C2600 Tube Preamp
• McIntosh MC452 Amp
• Martin Logan Montis Speakers
• Sony HAP Z1ES Audio Server
• Pro-Ject Debut Carbon turntable (don't use it much)
• Acoustically treated listening room

I enjoy listening to music from my Sony high resolution file player 99% of the time.  I like the convenience and I don't have a great turntable or big selection of vinyl so my server works best for me.  

I currently RIP CD's to my hard drive on my Personal Computer then transfer them to my Sony.  I use Loss Less FLAC files.

My question:  Am I missing music quality by using the process I describe above?  If so, is possible to quantify how much better my listening experience would be by using another process?

I feel like that part of the process is worth exploring next.  I am happy with my electronics, my speakers, and recent improvements to acoustic treatments in the room.

Thoughts??