If "we" is you, go ahead! You're free to judge whomever you want.
This is a fairly simple issue - a community of people who are pro-privacy and anti-surveillance have concerns about a former surveillance officer working for an organization which creates small, portable, popular computing devices.
If you haven't heard about law enforcement abuses of surveillance, here are some helpful links:
In the West I would say it feels paranoid, but in certain east Asian or Middle-eastern countries (that will remain nameless) I wouldn't ask questions in the first place. Thankfully I'm in the former.
You sound like you're not part of any marginalized, surveilled, or abused communities. Police in some places still arrest people for violating state level sodomy laws even though the SCOTUS ruling nullified them.
No, this is still very much a problem here in the West.
That's obviously not good and we should speak up when these things happen because that sounds unlawful. The point is that we have the freedom here to stand up and say that, and in other countries you wouldn't even have that much. It could be a lot worse.
