Sorry, no.
Think of your investment in tracks as a sunk cost.
Qobuz will give you access to probably every tune you bought and millions more… for $14.99 a month.
You can assess through an air… I did for years… sounded terrible… ok, not High Fi
My experience with streamers says you can close your eyes and buy the Aurender that is in your price range and be satisfied it has a really really high probability of being the best possible choice… and will be better than any PC or MAC.
Hmm, Anthem doesn’t sound like it is likely a audiophile DAC… but a good place to start. I would think the Qobuz / Aurender would be so eye opening that the DAC upgrade would then be obvious and net you a really significant improvement.
I would recommend giving up on Apple except for your EarPods and flying around with your Bose Quality Comfort headphones. High quality sound will come by a switch to Qobuz / Aurender (there are others, no doubt… but then you are on the auditioning route). I think the step up would likely take care of any issues with the past (allow you to let go).