You'd fire him/her instead of suggesting a better solution? How do you retain employees with that kind of threat looming over their heads?

Sadly you don't say where you work on your bio so I can't add your company to my "never ever apply at" list.

New OS updates introduce weird bugs that require hacky code to get around. Early adopters will always update to them and then complain to you that your app is broken, making the hacky code required.