I am really enjoying reading the responses, thanks to all of those who have written them. As for myself, I am looking at retirement dates and thinking of what I have being divvied up into three separate "buckets": what I plan to live off of/spend, what I plan to give to my son, and what I play to give to charity. This past year has been the first time I have ever really thought much about it at all. I love the idea of giving to your kids "as you go", rather than leaving it for them when you pass. That being said, my son has no idea how much money I have, and I really don't want him to know. I don't want him to think he has something coming down in his future and think he doesn't need to work hard, strive, invest in his own future, save for his future, etc. I received no help from my parents with educational costs, starting off in work, purchasing my home, etc. Not that they withheld from me, it just wasn't there. I am pretty good at letting my son be aware of that fact, often to his chagrin. That being said, I have every intention of paying for every ounce of education he endeavors and will probably help with a first home, etc., as long as I see he isn't being profligate and is moving in the right direction.
One of my roommates, during my education, is now worth hundreds of millions. He is very purposeful about continuing to work (not in a field in which he acquired his wealth), and doing so in front of his children, as much as he can so as to teach them that living off of an inheritance isn't an acceptable form of life. That is most certainly not a problem I have, but it is interesting watching him navigate the perils of raising "entitled" children.
Again, thanks for the responses and differing perspectives.