This read ok to me until the red flag about a worker wanting to have a set day off. If you're trying to build a remote culture with trust, that attitude should

This read ok to me until the red flag about a worker wanting to have a set day off. If you're trying to build a remote culture with trust, that attitude should be exactly what you're looking for - straight up honest boundaries stated at the beginning when everyone can back out. This is way better than people having to prove their deservedness for time off or some other bullshit, or conversely, having them pretend to work while sneaking in time off. If the company has a problem with that, then I'd say they are trying to do this from the wrong head space, and yeah, it's not going to go well. If I got a bad reaction from a potential employer over an honest conversation on what my and their expectations should be, I'd be out and on to the next.