I decided fix the ugly stitching on my puffier shirt. So I ripped out the stitches in the cuffs and decided to try again.
Here's the before:
And here's the after:
You may not be able to see the changes, but parts of the cuffs definitely look better. Others, meh. At least now the ragged raw edges of the cuff are tucked up into the cuff itself. That's led to a weird deformity in one cuff that I need to press out. I also couldn't get some of the raw edge along the outside of the cuff sewed down. At least there's no more crooked stitches.