I really hate these sales pitch documents "Visit our showroom, have some food, and you don't have to buy anything".
Just answer the question, what exactly are you looking people to do?
If it weren't about tearing people down, you would be trying to support everyone equally without making others feel guilty.
At school, that 1 girl we had in whole class out of 100 students was pampered with so much attention and had it so easy on verbal exams (written of course were equal as far as I can say). Everybody would love to have more girls, from teachers to students, but they couldn't care less. Economic studies were far more sexi rather than geeky IT guys.
Same when working - when hiring, female devs were so rare that there was very strong preference in female candidates (ie all that showed up were hired, but it's fair to say they were good... just not better than competing guys).
Right now, I am sitting in front of a consulting girl from Azerbaijan and a guy from Morocco. Both well performing and highly regarded in our company. This IS fair world, as much as we can do it. Not 100%, but damn good and far better than ever before. So stop whining and rather contribute.
I have not assumed anyone else's privilege, or lack of privilege. I haven't made assumptions, demanding group guilt or deference, based upon a simplistic caricature or stereotype.
It's not about tearing anyone down.
I read a statement telling me to remember all of the privilege I have enjoyed since birth. My experience differs, and these sorts of simplified claims fail (the same sort of simplification/see what you want that is the root of racism).
Countering sexism or racism or inequality by attempting to force feed sexism, racism and inequality will never move the conversation forward. It is never useful.
Ok, the reason privilege is taboo in this society is because it often gets mixed up with prejudice and injustice. Privilege is both real and collective, prejudice tends to be collective but may be overriden individually, and injustice is always individual.
If we consider privilege to come from the unthinking assumptions of people in general (aka. their prejudices) you cannot do anything about it. It is there. You can choose to keep your unthinking assumptions in check, but cannot force the others to do so. You just enjoy when those assumptions work in your favor, and workaround/overcome them when they get in your way.
On the other hand, injustices do happen when individuals choose to manipulate those unthinking assumptions (either in themselves or in others) to gain unfair advantage. So, the "group guilt" you talk about is guilt by association; e.g. a logical fallacy.
By example, there are such things as beaten wives. The reason for this is that their husbands are violent jerks. IF male privilege would not make women a convenient target, the same jerks would go out and look for someone else to beat. So, if you are a decent male, you have the right to refuse taking any blame for wife-beating, while still acknoledging that this is a real problem caused (at least parcially) by male privilege.
And if people wants to still blame you after exposing your case in such a way, it means they are themselves looking for someone to hate. Don't let them bring you to their silly games.
No one walks around every day thinking, "My whole life, I've never been attacked by a tiger. Thank god." But people who have been attacked by a tiger certainly remember it!
That's an extreme example to illustrate what privilege means in this context. It's the absence of challenges that other people face. In that respect it is indeed an assumption, in that it is an unexamined filter through which white guys perceive the world.
It doesn't mean white guys don't face challenges too. You've had your own tiger attacks, plenty of them it sounds like. So imagine sitting in a room with a guy the same age as you--but he was raised by healthy, wealthy, devoted parents, went to the best private schools, raised his first seed round from his dad's friends. "God, I've worked so hard to get where I am," he says. "I can't stand it when people say I haven't earned everything I've got."
Wouldn't you feel a bit resentful toward that person? Give me a break, right? He was born on 3rd base and thinks he hit a triple. That's a form of privilege, really the original form of privilege, the one that defined the word.
What we are coming to understand now is that there are other forms of privilege. Just like that guy didn't choose to be born to rich parents, he also didn't choose to born a white guy. Neither did I. But there is ample evidence that being a white guy is an advantage, at least in U.S. society, and certainly in the tech field today. Call it: being born a little ways down the first base line. I've had an easier time beating the throw to first than someone born closer to home base--even if I don't realize it, even if I still ran as fast as I can. (extended metaphor alert)
What would you want from that rich guy? Some awareness--a willingness to listen to other perspectives and life stories. Some introspection--a willingness to compare and integrate them with his own personal experiences. Some empathy--appreciation for others. And fairness--a willingness to consider people for partnerships, collaboration, work, ideas, even if they didn't go to the same fancy schools, or wear expensive dress shirts every day. Even if they have a totally different life story. Even if they look different, talk different. And ideally advocacy--telling his rich buddies to think about these things, to not be so quick to hire folks who mostly look and talk just like themselves, to give people a chance and actively work on inclusiveness.
So I don't think it's an issue of trying to force feed anything. I'm asking you to consider that there is more to the situation than you might have experienced or thought about. If you're in a position to deliver the things I list above, then some other person who is working hard might really appreciate it.
edit: crpatino puts it much better than I did:
So for everyone its different. And apparently, invisible. How are people supposed to remember things that they never perceived in any way, shape or form?
And how does one accurately assess and analyze the "privilege" retroactively? At what point does the privilege begin and end?
Where does the hard work, pure luck, and skill take place?
In the context of baseball, that is absolutely the correct play.
In the context of life, screw that asshole. Hit a bunt right to the third baseman and try to beat the double play.
The concept of privilege does not mean "you did not earn what you have." It means "other people with circumstances like yours were prevented from earning what you have, because of their gender or ethnicity."
It's not about tearing anyone down. It's about recognizing that people with success can help those who are being denied success, unfairly.