Big A: Farming is a fatal bug that has bitten many of us. There is no fun in it if your farming at a loss. Many feel like they "failed" and are ashamed or embarrassed by no longer farming. That is just emotions.
I bet that your Dad felt relief from the long hours and no money. We tend to remember the good and forget the bad.
I hope that my sons being involved in farming is not a mistake. The farm picture is changing rapidly and none of us know where it will fall out but there will be change.
If I had to try to start over today it would not happen. The profit margins are too small for the return on investment. You pretty much have to be born into a farm or marry it. Th capitol needs are just too great for a person to start from scratch anymore.
Your Father's "mark" on this world is YOU not some piece of land somewhere.