Graduate / "Something I did well"-"Something I wish I'd done better"-Harvard MBA Essays [2]

For essay 2, you could write about the ways it has affected your life personally rather than just a money point of view.

Undergraduate / 'Slap slap' / 'Steep mountain' - NYU Undergraduate Short Answer [4]

For essay two, you just state that the "hole" is where your father lived, you should say a significant place to you personally, it sounds like it's more of a significant place to your dad.