So the question is, when you have done everything "right" in your attempt to do the right thing and it still doesn't work, at what point do you give up and when do you push on and try to make it right?

What to do?

1. Do nothing (and it degrades user experience for years until a fix is made)
2. Suggest an alternative (and it takes years to fix to go through the roadmap)
3. Work around it
4. Engineer a solution