NameThomas Jackson 
Spouses
Marriage25 July 1703, BAL Co, MD
My Comments notes for Thomas Jackson
On 17 Dec 1704, Thomas Jackson wrote his will and bequeathed his wife Manor of Mascall’s Humor.
On 24 Jan 1705/06, John Roberts and Mary his wife, formerly the wife of Thomas Jackson sold the Manor of Mascall’s Humor to John Hale. They sold another tract 13 Feb 1705.
Parent-Proof notes for Mary (Spouse 1)
In 1705, John Roberts and Mary, his wife, widow of Thomas Jackson, sold land devised to Thomas in the 1704 will of Robert Drysdell wherein he was named as Robert’s son-in-law. While the simple interpretation of this fact leads to the conclusion that Mary was the daughter of Robert Drysdell, I believe other facts contradict that conclusion. I believe the use of the term son-in-law here covers a step-son and that Thomas Jackson’s mother, whose name I do not know, had married Robert Drysdell after the death of her husband, father of Thomas Jackson.
Thomas Jackson, in his will, mentioned his wife Mary and her brother William Kimball. This most certainly was the same Mary Jackson named in the will of John Kimball who also mentioned William Kimball.
A caveat is that John Kimball mentioned several random women, all of different surnames, without specifying their relationship to him. Two of them were named Mary so it wasn’t as simple as he just naming his married daughters. And he did mention his son John Kimball and then mentioned William and Rowland Kimball with instructions that they not interfere with the administration of his estate. I have considered the possibility that William and Rowland perhaps were John’s nephews, perhaps he was guardian of them because their father had died previously. That would make Mary his niece and not his daughter. But I could find no evidence of that scenario, so I have, for now, let stand the idea that Mary and William were indeed John’s children.
Research notes for Mary (Spouse 1)
In 1731, David Hughes and wife Mary, widow of John Roberts filed an estate accounting. They mentioned three children: Mary wife of William Talbott, John and Archibald Buchanan’s wife.
My Comments notes for Mary (Spouse 1)
Mary (nee Kimball or Drysdell) married first Thomas Jackson and later John Roberts. There is a marriage record that says that on 25 Jul 1703, Thomas Jackson married Mary Kembal. And on 21 Feb 1704/05, John Kemball wrote his will and mentioned (presumed daughter) Mary Jackson. He also mentioned (presumed son) William Kemball. All of these citations seem to fit together, except for this entry from the Maryland Calendar of Wills abstracts which says:
On 24 Jan 1704/05, Henry Jackson wrote his will and mentioned wife Mary and Mary’s brother William Kimball. Henry then died 15 Sep 1705.
But it turns out that abstract is wrong. The will of Henry Jackson was the immediate next one after the will of Thomas Jackson in the Prerogative Court book of wills and someone merged the two wills into one. It was Thomas Jackson who referred to his wife’s relationship to the Kimball family. Henry Jackson mentioned only his sons in his will.
I have considered that Mary Kimball might have had three husbands, Thomas and Henry Jackson and then John Roberts but the chronology of events simply precludes this. Thomas wrote his will naming wife Mary in December 1704 and Henry wrote his will naming wife Mary about 5 weeks later. And Henry didn’t die until 5 months after the marriage of John Roberts to Mary Jackson. It doesn’t work.
Then there’s this second conundrum. Robert Drysdell wrote his will 3 May 1704 and left his entire estate to sons-in-law John Fisher and Thomas Jackson and later John Roberts and wife Mary sell land said to have been originally patented to Robert then devised to “son” Thomas Jackson by Robert’s will and then devised to his wife Mary, now wife of John Roberts, by Thomas Jackson’s will.
Either Mary had two fathers and three husbands and four of those five people died in 1704 or so -- or there is another explanation.
Could it be that Thomas Jackson was the step-son of Robert Drysdell? The term step-son had not yet come into common use to describe such a relationship and it is know that the term son-in-law did at times mean that kind of relationship. That is what I believe.
Mary (Kimball) (Jackson) Roberts did apparently marry again though -- as the name David Hughes crops up in the settlement of the estate of John Roberts.