I probably have never had any such lifeplan, more pragmatic or fatalistic, I guess. As to my sons, other than early learning necessities, I have never told them what to do in life. They cut their own paths irrespective of what i do or think, even if my opinions actually do count. Maybe they will sell their inheritence, that's not my problem. If one of them wanted out, said that he did not want what I left, then his brothers would get his share, if they all told me that, I would leave it in trust for them get the interest, not the capital, in perpetuity to any surviving generations of the family.
Trust funds do work.
I have seen enought trust fund babies to know that they come in all kinds, yet neither the careful nor the careless can get at the principal. Such arrangements predate capitalism. Last, it is good to hear that you and your father are working together on this ecovillage, that is a blessing.