After extensive testing past 24 hours, I'm going to be returning the pros. I'm pretty bummed because for the past 10+ years I've wanted apple to bring back the in-ear headphones like they used to make in the iPod days. Unfortunately for me, my ears are just a tad too small (not the inner portion, the seal is fine with medium tips) and it puts a ton of pain into the sides of my head after 20 minutes or so. I thought I was going to miss out on lots of bass going back to my gen 2 airpods (which I LOVE), but it turns out, after testing them together at the same time, the mid bass is actually louder on the gen 2's... Really surprised me. What you do lose is clarity in the tones though, and the ANC. The ANC is nice but as someone who uses them primarily for cycling, it felt a little dangerous to be honest.
TL;DR, the bud portion of the APP's are too large for my ears and cause pain. Turns out the bass really isn't that much better, if at all, than the gen 2's that fit my ear perfectly. ANC is great for any time you don't need to be aware of your surroundings.. Returning today!