Hi Jay,
I have it slightly differently (does not mean I am right).
When Jesse Sillitoe married Ruth 04 Dec 1792 he was a widower & Ruth was a widow. She married as Ruth Goody, but I have her maiden name as Nash.
I have it that Jesse's first wife was Mary Mullings and they married 24 Nov 1767. I have 7 children for them. These include Jesse 1772-1773 & Jesse 1785-1823.
Like you, the only child I have for Jesse & Ruth is Judith 1795-1825.
I suspect it all hinges on a burial record : Jesse son of Jesse and Mary Sillitoe 4th June 1773
As I said, I may not be right and would love to discuss it more, am happy to be corrected if need be, and to pass on details of the records I have.
All the above events are from Sible Hedingham.
Geoff