Unfortunately "Jackson" is a very common name so it is extremely difficult to connect some of these earlier people conclusively. I have concentrated on Sussex County records since I believe that my earliest ancestors came from there. The earliest JACKSON I have found in Delaware was Cornelius Jackson who appeared in Lewes DE in 1681.

For the earliest mixed-race Jacksons we must look at the records of St. George's Chapel and the Lewes/Cool Springs Presbyterian Church in Sussex County where we find that: