I certainly was never able to do that either. I just moved out and rented a room in an area I could afford and worked from there. Just because your Dad had it really easy doesn't mean its become crazy difficult.
It does come across like you have a very high expectations about life because you happened to have very privileged parents. Most people in the US never had the advantages your father had and we get by just fine. Maybe we'll never be millionaires, but I think we'll both be okay.
I don't know what your personal life situation is at the moment, and I do apologize if you are on hard times. I know it's rough out there. I'm inferring from your comment that you are in the United States. Do you really think a shot at a rented roof over one's head, a college education from a state school, and a kid is asking for the moon?
I would encourage you to dig deeper into US history over the last 75 years. You might find some surprises.
Trust me, we'll be okay.
My dad paid rent in Pasadena, put himself through a Cal State, and put a roof over my mother and sister's head by working at a gas station. He will be the first to tell you that simply isn't economically possible anymore.