You can “consider” him your boss as much as you like but as CEO, he is very much, everyone’s boss.

You have to judge based on the type of person he is, company dynamic and any motivation he may have. Most of the time it’s fine.

Because of the implication.

You’re good. It’s black and blue. At a pinch, maybe blue and black.

Unless of course you’re forced to, like for your job. My place would have little to zero sympathy for my personal reasons not to travel unless it’s on a govt advisory not to.

At least for foreigners travelling into the US, you’re willingly giving the US govt most of this information up front anyway via the APIS. And paying for the privilege!