I agree that this particular aspect of the the dialog box is bad. But if something as minor as this keeps you off an entire platform, it sounds like making excuses.

I save ~50 - ~100 character filenames all the time. I even cut, copy, and paste bits of them in that little box. It doesn't feel like a big deal to me.

But yeah, it's the little things like this that belie Apple's reputation for attention to detail.