|Source: NYPL Digital Collection.|
Thomas survived the Powhatan massacre of 1621/1622, when 347 of 1240 white inhabitants of the colony were killed (according to Cavaliers and Pioneers: Abstracts of Virginia Land Patents and Grants, 1623-1800).
Thomas appears on the muster of 21 January 1624 in Chaplain's Choice, Charles Cittie with wife Sarah, who had arrived in 1622 with Rowland Truelove's Company. Thomas likely met and married Sarah after she arrived in the colony. In 1624, they would have been two of the twenty-four people living at Chaplain's Choice plantation. According to the Virtual Jamestown website, Thomas had a boat, a pistol, 23 bushels of corn, and 6 poultry.
Sarah Key must have died before December 1628, as Thomas married a second wife, Martha, by 2 December 1628.
I am looking over the Library of Virginia's online records to see if there might be more on Thomas Key during these early years.