So, I have learned somethings and I'd thought I'd post. The Hans Beekhuysen book was a helpful primer on digital audio, but the real proof came with the purchase of a reclocker. I bought a Musical Fidelity X-DACv3 a couple of weekends ago because it matched the rest of my Musical Fidelity office system. The X-DAC didn't have USB so first I used a HDMI splitter to run the digital signal from my 2016 MacBookPro to the dac. Sounded ok. Then I ordered a Schiit Eitr reclocker off of ebay to push the digital signal into the dac, and sound improvement was drastically improved.
So, in conclusion, a iPhone may be able to play a FLAC and the pink light on an AQ Dragonfly Red lights up indicating that MQA files from Tidal are playing from your iPhone, but the sound you get is not nearly as good as a well clocked digital signal.
So my new question is: Would a fancy digital streamer sound better than an iPhone pushing its digital signal through a good reclocker?