Help me - am I stupid

Well guys - I am a vinyl man - but am getting sick and tired of the continuous price hikes for every decreasing quality of LP's - so I bought a decent CD player that had the DAC input option - it's a cayin CDs 55T.
One of my other questions that both the guys who have answered may probably help with is this?

1. I get High res if the original recording was in high res, or if taken of master tape in high res - but what is the point in upsampling?
2. How do we know what resolution something was recorded in in the first place?
3. any point in going above 96 KHZ

1) Upsampling helps by lessening the need for steep filters (for CD quality, filtering out everything over 22050Hz), it can also help reduce jitter depending on the implementation. Many DACs do this natively, so I wouldn’t do it on your own.

2) You can’t know what the original master track was done at, but it really shouldn’t matter. However, there are instances of sites selling copies higher than the master is in.

3) No, ~100kHz is the limit for peak performance for a DAC, Benchmark actually downconverts 192kHz files in order to get better performance (you can’t hear above 20kHz anyway so you won’t notice the difference).

That being said, and I’ve argued with a few people hear, DSD has no benefits that I know of and there is no need to go higher than 44100Hz as most DACs upsample themselves and better ones deal with intersample overs. And unless you have a dead (heavily treated) space, there is no benefit to listening to 24Bit, especially if we are talking 16Bit that has been dithered and noise-shaped.  

For fun, try and see if you can tell 16Bit apart from 8Bit with music playing. Now, that’s to show that music can do well in masking a high noise floor, but that’s not to say you can’t tell the difference between 16Bit and 8Bit when music isn’t playing, check this out, you can clearly hear that 8Bit is much worse, the site also lets you hear what dithering and noise-shaping does (keep in mind it’s demoing it for 8Bit).

Funny thing I find with Digital vs analogue is that with Digital you keep listening albums end to end whereas with digital you seem to skip - and its not just a matter of ease of skipping.
I went to a fascinating talk by the Editor of Stereo magazine at lat years high end show and he said its like the darkening of seismographs that always thicken and darken on a shift - the same occurs with the styli' going through digitally mastered grooves.
the few times I have heard high res I have found it much better than 44.1.
My point is that I find differences show over longer listens (lol - making my excuses early)

@lohanimal

The auditory recall for humans is about 10sec, so hearing “benefits” over time does not exist, what people generally hear is simple the nuances in the music they missed before, which is why people suggest demoing with songs who know like the back of your hand, it’s also why the headphone burn-in myth exists. If I played the same track 5 times for a group of people and told them I changed something, it’s bound to happen that someone will say they heard a difference.

The only possible benefit (see caveat in below paragraph) for higher than 44.1 is if your DACs digital filter does not perform well enough to filter out the audio above Nyquist, even though even “cheap” DACs usually don’t alter anything below 19kHz.

However, due to how MQA works, if your DAC is MQA compatible and it doesn’t use different filters for the format, then there may be some benefit to going 96kHz. If you look at the Mytek Liberty’s response with 44.1kHz (for a reference to a good response, see the Chord Qutest), you see higher aliasing occurring, which may drive your speakers into distorting (same probability with vinyl), depending on how well the tweeter handles high frequency (as well as your pre-amp and amp).

I see no benefit to MQA over lossless PCM, any seeing how most DACs that support MQA also degrades PCM performance (which is one reason why some people may hear a difference going from PCM to MQA on the same DAC), I choose not to get a DAC that supports MQA.

I concur with most of the above, except for the DSD comments.  Being recorded is DSD is no guarantee of sonic excellence, but I have many DSD recordings that are true musician in the room variety, and if you are coming from a strictly analog world you may wish to investigate them as many have called DSD “analogue like” whatever that means