"I would argue yes, that to an extent Madison's actions can be interpreted as showing some form of guilt in his early perceived failings, especially since he repeatedly refers to sin of slave trade and atonement for America's actions. Interestingly I'd also add that Madison was the 'prophet of the founders' and repeatedly, and with a great degree of accuracy, saw the rising fears of disunion and even predicted that Fugitive slave laws would drive a immovable wedge between northern and southern states... Madison's writing regarding finding a solution to Slavery took on a certain rush and priority that had largely existed in his previous years of life. This, I believe, was because of a direct result of the events unfurling around him that he saw as threatening Union. I'd also note that he fought furiously at the Virginia Constitutional Convention of 1829, along with Monroe which I will probably touch up more on when I finish that post, to ban slavery in Virginia."