I love you, thanks! This is exactly what I was looking for (you even took time to edit the images too, so bonus points for that).
Who's next?
I could take another look later tonight I'm going to be up late already. Those were most of the spots I found noclipping around as a scoot. Will edit this post if I do.
EDIT: Ok, so I decided to take another more in depth run through, sorry if I tagged anything I already have, I tried not to.
This time I turned down my tf2 brightness to the lowest and I dimmed my monitor to 50% in an attempt to see the darker shadows. Here's what I got (in order of stages, so stage 1, then 2, then 3).
STAGE 1*****************
So, this was the first I took, just right off the bat I noticed some dark shadows in those corners(they look darker in tf2). This is more of a nitpick than anything because I doubt those shadows could come to use unless you or supertoaster decided to become ninjas and snipe from there.
Another sort of a nitpick without any practical reasons aside from the spy that believes he's more invisible in the dark.
This was a bigger dark patch that I'm surprised I didn't notice before(one of my other pictures is directly under that one :/ maybe it's the brightness) anyways this could use a bit of lightening up or anti-depressants, your choice:
I'm fairly certain this is red side only, perhaps those with half broken screens with some black gauze in front playing next to the sun would think the same shadows are as bad for blue as well.
STAGE TWO********************
I had to fill it in

This was a single-side shadow, I believe.
Another single-sided shadow, this time on the red side of the map practically next to final cap:
Here's another single-sided shadow, again on the red side. This one wasn't as dark as the others but I felt that it was such a key place it could use a little more love
The final pic for stage two, this is right above the final one I took on my last check. I believe this is single-sided, on blue side.
STAGE 3**************************
This one could actually house some hidden operations right here, surprisingly close to the ones I took last time as well.
Finally, this looked like it could be a little more light up as well, it's the larger platform to the right of the final final final cap. I'm sorry I didn't check if it was on the other side or not

cordon time!