Do you think people need to have compiler knowledge beyond the dragon book (for like a BS/MS equivalent level of knowledge)?

I remember that it took me quite some time to go through it coming from a math background, but it definitely improved my understanding of how stuff worked, and I haven't really done more learning since then.

I guess it depends, my compiler knowledge is not that deep, but my assembly knowledge is large enough that they kinda complete each other.

Once you understand how memory actually works, how processors execute conditionals, etc it helps massively understand what your high level language might be doing in the background.