Green Shirt and Fitting Issues

So here's the green shirt I made for Hubby. This is final draft round 2. He likes this better than the white stripe one because the cuffs are stiffer and he likes the fabric better. This guy has got a serious obsession with super duper stiff collar and cuffs. That's still his beef with the shirt- the collar isn't stiff enough! It's not like I'm not trying- I've got incredibly stiff interfacing in there, so stiff that I couldn't turn the corners with the interfacing in there so I actually had to fuse the interfacing to muslin and then insert the interfacing piece into the sewn and turned collar in order to make sure I coudl actually get decent points on that collar. Still not quite enough though- the good news is that this gives me a great excuse to drag his butt to Denver Fabrics (aaah- to live in Denver!) to see if I can't find something that suits him better. Sheesh. I did inform him that this gives me the right to work on clothes for me all weekend so I can at least have *some* positive reinforcement for all my hard work! There will be a purple satin shirt for show and tell soon.

So here's my beef with the shirt. These annoying collar wrinkles don't bother Hubby because they're covered by the collar and tie, but yowza are they on my nerves! I can't figure out for the life of me what the problem is. I did notice in the other photo that Hubby appears to need a bit of a forward shoulder adjustment which I'm going to try. I've got my fingers crossed that the forward shoulder adjustment will fix these wrinkles too, but if not I have NO IDEA what's wrong! The wrinkles go away if I lift the collar band up higher on his neck which makes me think there may be something wrong with the neck opening on the body of the shirt, but the collar band fits him absolutely perfectly and I'm not really sure how to fix one without impacting the other. Ugh. Any ideas?

Here's his monogram for this shirt. I think it turned out reasonably well. Remember- I'm a beginner at all this hand embroidery stuff. I suppose these will get better as we go too! He thinks this one is a little boring (which it is) but I kinda like it. The thread matches the pinstripes on the shirt rather than the background fabric so I think it makes the shirt pop.