re: What state in America do you most associate with “old money”?

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What is the cutoff to be considered “old money” is it generational wealth produced by a grandparent or further back than that ?

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Depends on where you are. The Bay Area and Seattle are filled with brand new multi-millionaires and billionaires. The mid west and the northeast has far more residual wealth from 200 years ago through the industrial revolution. The south is somewhere in between, and of course looked down upon because much of it traces back to either the icky, roughneck 20th century oil/gas companies or even as far back as the 1800s plantation owners (which is even worse).

In south Louisiana and Texas, the old money/new money line is probably during the oil boom in the 1960s/1970s. In the mid west, it might be pre/post the regions massive growth in the late 1800s with some regional exceptions. In Philadelphia or Boston it might be closer to the founding of the country. Those little dividing lines will probably stay that way for a very long time too.