Given that you will be using bluetooth and your headphones have a built-in amp anyway, you can't really go wrong with the NW-A45. With the price of microSD cards these days, your concerns over storage space will disappear into the sands of time. I found at present that the price point of the 256gb Sandisk cards is the sweet spot - everything larger than that still attracts a hefty premium.
I just got back from a month of travel with my NW-A45...I charged it once before I left, and once whilst I was on the road and kept it turned off when not in use. Worked a treat.
I will also say that once you start finding yourself on planes, boats, buses etc the noise-cancelling of the sony 1000xm2 really comes into its own.
I sat 2 seats away from a screaming baby on one flight, and once I let the noise cancelling configure to my environment I never heard another second of that nightmare. I was in my own little world with flight attendants bringing me drinks. It was fantastic.
As far as using windows media player to rip your cd collection...I would strongly advise you look into other options. It has been a lot of years since I was in the habit of ripping cds (it is quicker, easier and more reliable to just download a FLAC copy) I know that the results I used to get out of windows media player rips VS an application that comes configured to use the LAME codec were worlds apart.
Hydrogen Audio rings a bell?? maybe. I can't remember.
I'm not going to put the sites on here as I will probably be banned but there are several good sites to find FLAC content that is already encoded at a bitrate suitable for LDAC playback on good headphones. Since you are using APT-X HD you might settle for 320kbps mp3s, but make sure they are well encoded!
There's also plenty of sites to find probably all of your albums in this format, and if your internet connection is half respectable it will take far less time and effort to just download them.
The way I see it, if you already bought the CDs then there is no crime taking place but I guess my logic is fairly flexible on IP law.
Good luck.