I think better relationship with middle managers and maybe leave with the CTO if it made sense (it didn't, in my case). I was too focused on doing things and assumed the CTO was taking care of "winning the hearts" of middle managers. He wasn't. It was a very top-bottom initiative and that rarely works when culture is involved.
So yeah, I think I should have "managed up" so this initiative wasn't tied to the specific CTO but was a common agreement. If the CTO wasn't doing that, I guess I should have called his attention to it or done it myself.
To be honest, middle managers not thinking it was important is just baffling but that's another long story.
As for keeping ear to the ground, I wouldn't even attempt that because I really suck at that (and it's distracting, I'd rather leave). But many people have success with that approach.