Sorry for the lateness of this response, I just found it tonight. My ggggrandfather was Content's brother, Robert Henry Akins.
Here is what we know of Content: She was likely born in Richmond, MA, as that was where Seth and Sarah (AKA Sally) were married , and they moved to Durham, New York, for a short time before settling by 1812 in Berkshire, NY (where I grew up and my parents still reside!)
Content and Aaron had twelve children, a number of whom died in 1835 (cause unknown), a few who died earlier at young ages, and some later. About three years after Aaron died (which was 19 Feb 1853), Content and Aaron's brother moved to Michigan with her remaining children, according to some sources. The Livermore Genealogy by Walter Eliot Thwing reports they had twelve children, but we can only find record of ten. Aaron is said to have died here, but we have not found his tombstone, nor have we found all of the children's.
Content's father, Seth, actually died in Berkshire (although he is buried in Speedsville, where the nearest cemetery was located).
Seth is the son of Robert and Sarah Akins and was born in Durham, CT, where Robert and Sarah were married 23 March 1758. They had a daughter previous to Seth, but she died at age five. We know a bit about Sarah, but not her maiden name. She was a widow when she married Robert, and we have found her previous husband, but no last name for her. She went through two more husbands after Robert, but that's another story.
Seth was a soldier in the Revolutionary War, as a foot soldier and a naval soldier. His military records are available from the National Archives.
His grandfather we just found a while ago. His name was Henry Akin (no 's'), and I have reason to believe that he had Scottish origins, but is said to have taken a ship from Londonderry, Ireland, to Boston, MA in 1710. We found marriage records for him in Woburn, MA, in 1720, where a "Henry Aiken" of Lexington, MA, married an Isabel Holmes (daughter of "Rev. Mr. Holmes). The Lexington vital records also list the marriage, because he was from there, but his name is given as "Henry Eakin." All records in Connecticut (children's births, most of his land dealings that I have found, his death date in church records, as well as memberships, and his tombstone) list his name as "Akin."
Their first son, Thomas, is recorded in the Middletown, CT, vital records as being born in Boston, the rest are inferred to have been born in Middletown. Henry had two wives (the second was Margaret Woods) and nine children, in all.
I'll leave it at that, for now. If you'd like more information, please contact me by e-mail and I answer any questions that I can.
I'd also be interested to know a bit more about your line. I've been in touch with a descendent of Content (also known as "Tenty"), through her daughter Betsey, who lives in New Mexico. I can put you two together if there is any interest.
Newark Valley, Tioga Co., New York (just south of Berkshire and Speedsville, NY)