I’ve worked at a couple FAANG and questioning things is pretty much always viewed as a positive when it’s done in a productive and professional manner
What isn’t viewed positively is when you refuse to accept a decision after it’s been made and your concerns have been heard. People get pissed if you keep relitigating the same points over and over again
My advice to engineer is always:
Your job is to make sure that the decision makers, when they're not you, have the information needed to make competent decisions. You should keep arguing when (a) there is credible reason to believe that important information has not been heard or understood or (b) when new information has come to light that you credibly believe might change the decision. In the absence of those two, your should accept that you have done your job and should let your managers to theirs, even if you disagree with them. Bring it back up when (a) or (b) changes, and not until.