When I see the phrase "emailing like a CEO" I imagine mainly not asking for opinions or decisions rather making statements of fact or decisions. For example, I got into the habit of not asking for vacation, rather I say "I am taking time off from day X to day Y", or declaring my design decisions instead of asking for opinions.
In the case of asking for time off, my rationale is to avoid making someone spend time evaluating if my request is acceptable.
In the case of asking for time off, my rationale is to avoid making someone spend time evaluating if my request is acceptable.