that landscape might even be hard for regenerative practices

The American midwest has like 20 feet of soil before you hit the water table.

In large parts of the North the water table is a few inches down, and the bedrock is just under that. There isn’t soil to regenerate. The land was very literally scraped clean down to the bedrock by glaciers of unfathomable, continent shaping weight. Just a massive continent spanning grindstone pushing everything down in to the center of the continent, creating the rich agricultural lands of central North America.

Maybe there are techniques that can make that work, but they’re going to be working with very harsh conditions, weird long-winter-short-summer seasons, and probably quite brutal winters unless the polar vortex completely disappears or something.