First i do what my boss says, when i did that and we both have a little time to talk, i explain to him why i was thinking the other stuff was more important, often he has a good point from a complete different perspective than i have, sometimes i 'win' from my 'technical' perspective, after some time passes you learn to read each other and decision's are made without questions, for me its super important to know each others and the base where decision's are made.