What are My Options for Ripping My CD Collection ?

in a NAS configured as a RAID array.

That is funny. Devin is not wrong that what he suggests is a best case scenario. But, the level of expertise on such a system is a couple clicks departed from unnecessary in the audio world. The solution is a simple thumb drive or external hard drive as backup does not require a certification of plausibility. I backup my music files every six months or so. Super easy and not time consuming.

The laptop you use is paramount. Not that it needs to be anything special, a low-cost laptop (mine is a MS-PC priced at $200) will do, but it should come with a 500 GB hard drive or more. MAC based = you will spend more money on the same device. Not wanting to discuss the simplicity of one to the other, but a laptop used for playing music should not be used for anything else. Turning on a PC and selecting a music file requires an 8th grade education. Both PC's and MAC's use the same industry standard protocol for attaching to a network. Give it permanent residence on your rack space. You probably do not let your kids play with your high end gear so don't offer up your music laden laptop for any reason. Thinking you can share or utilize your jukebox computer for a variety of purposes is a mistake.

Minimum $200 something from DH Labs, Veritas, etc (USB cable)

Anything less than that would be a mistake. The money you save using a PC vs a MAC will cover this cost. However, plan ahead. If you decide to utilize a DDC, the cost of the USB cable is minimized because you will need to focus on the AES, I2S, or Coax cable as that cable (DDC to DAC) will be far more important, limiting the amount of money required for the USB cable. 

I have ripped FLAC and WAV files and found that WAV files sound better on my system. While FLAC and WAV are both lossless, FLAC files do use up less space on my hard drives. If you decide to rip, compare the two on your system before going all in, you might be surprised at the quality of one to another, even though they are heralded as equals.

For the most part, ripping to 192/24 will sound better than playing the CD's themselves and the audible difference between a lossless WAV file and 192/24 file is slight. My experience- and/or method- is to rip new recordings that are very well recorded (think new Peter Gabriel or David Gilmour releases) to lossless WAV and older recordings to 192/24. If the recording is old- or not up to studio engineered standards to allow for high resolution sound- then the audible difference is moot. (I ripped an older Jackson Browne greatest hits (remastered) CD to both WAV and 192/24 and there is no audible difference). Since I sell my CD's after I rip them, I don't get a second chance, unless I want to pay for it a second time. 

I do not believe that a digital to digital converter is controversial anymore. They work wonders in cleaning up noise from a computer or network, so regardless of whether you access music files from your computer or network streaming, you will likely benefit greatly from using one. The Schiit Eitr 2 DDC is $149. (To be clear, I use a DDC, but have no experience with the Eitr). If you have a DAC that retails for over 5K, you should be OK without one, but noise from computers and networks is something that may need addressed as it pays big dividends on the receiving end.

the USB hard drive would plug into your new streamer

There are advantages to having local files vs streaming files. Music on a USB stick is what propels far better sound from my 2018 car USB port. As fastfreight mentions, you can use your backup devices or any USB storage device to easily transport music files to any USB port, on any device, as long as the port is technically capable of reading and playing high resolution files. 

I dealt with a similar dilemma. My solution was to use DB power amp with an old Mac that had a CD drive. Ripped CDs directly to a Roon Nucleus+ and have had great results. 

I use Apple Music. Simple and easy. 

As the guy said use DBpoweramp. I have windows not mac but DB is compatible, if you rip them in full value 1440kbps your collection is only 1tb, you could use a Netac 1tb usb drive for $80 to store, which would be fine and make a backup copy at some point with a Micro SD card and adaptor. I never did like FLAC, but found Ogg Vorbis running at 500kbps to be a Gas. All you need is an external cd drive, an HP or LG, otherwise you will get errors. Connect and away you go. I have stored all my collection on PC in Full Wave and when Qobuz is working correctly it is about the same. For me Qobuz seems to dump titles and have no data so I have ceased using it. Incidentally to play music from a PC you need at least a constant 3.2Ghz and A minimum of Quad Core or it's time lapse all the way