but actually trying to make an observation.
So, maybe, make it? There is, of course, the trivial point that for any issue there are people who had personal experience with it and people who had not, but "check your privilege" is very much not about personal experiences but about treating people solely as members of a certain class.
There is a reasonable way to put what you're trying to say -- it would go along the lines of "You are making assumptions X, Y, and Z and they don't work in this situation because of A, B, and C and so what you expect to happen doesn't". But "check your privilege" is not that -- it's a shorthand for "sit down, shut up, and feel guilty".
Or it can be shorthand for "You are making a long list of implicit assumptions, and it will take time to go through all of them, but you can conclude from someone who has actually been in the relevant situation that you are wrong about the actual situation on the ground." That's a common enough sentiment in many different contexts where inferential distance matters, and it may help to think in terms of this thread which tried to expand most of those issues in other contexts.
It helps to not try to interpret every statement people who make as the...
Now, it is said we all here pride ourselves on our intelligence, rationality, and moral sense. It is also said, however, that we are a fiercely independent bunch, and that we can let this pride of ours get the better of us. There have also been comments that the live communities that appear at meetups provide much more positive interactions than what goes on on this site's discussions; this might merit further investigation.
My point is; we've done a lot of research on how to do proper ethical and metaethical calculations, and on how to achieve self-empowerment and deal with our own akrasia, which is awesome. We've also done some work on matters of gender equality, which is very positive as well. But I haven't seen us do anything about the basic details of human interaction, what one would call "politeness" and "basic human decency". And I think it might be useful if we started tackling these, for our own sakes, that of those who surround us, and that of easing our mission along, which is, as I understand it so far, to save the world (from existential risk (at the hands of (unfriendly and self-modifying) artificial intelligence))).
What inspired me to propose this post was a video I just saw from Hank Green of the famed and fabled vlogbrothers. I hold these two individuals in very high esteem, and I would expect many here to share my feelings about them, on account of their values and sensibilities largely overlapping with ours; namely the sense that intelligence, knowledge and curiosity are awesome, and that intellectuals ought to use their power to help improve themselves and the world around them.
Here it is; I hope you enjoy it