Finding parents and/or siblings for my 5X great grandfather Loyalist Robert Carlisle has frustrated me for many years.
When I’ve managed to break through other brick walls similar to this, I’ve found that the mystery family was so difficult to find because a spouse had died young and/or the person only had sisters – no male siblings to hunt down.
At the moment, my theory is that Robert Carlisle’s father might have died when he was young and Robert’s mother remarried.
Robert’s exact birth year is unknown, but wife Catherine’s birth year was c1761 per her widow’s pension file. Robert served as a lance corporal during the battle of Fort Cumberland, today in New Brunswick, Canada, in 1776.
A lance corporal is a low-ranking military position. With Robert’s wife born c1761 and his estimated year of marriage being 1785, probably in Saint John, New Brunswick, Canada, Robert was probably born between 1755-1760.
In 2019, I was lucky enough to visit the Provincial Archives of Nova Scotia, for a couple of hours while off a cruise ship.
I found a marriage record for Dennis Heffernan of Halifax to Mrs. Jane Carlisle on 19 December 1761.
Dennis Heffernan wrote his will on 5 May 1784 and it was proved in court on 14 June 1784. No wife was mentioned, but he did name his three sons and four daughters.
Online family trees, for whatever they are worth, claim with no source cited that Jane (MNU) Carlisle Heffernan died in 1777.
Unfortunately, if Robert Carlisle was Dennis’s stepson, he wasn’t mentioned in the will.
However, it turns out that there is an estate file for James “Carlile” filed in Halifax. For whatever reason, Halifax County didn’t opt to share it’s probate files on FamilySearch, but an online index includes an entry for “Carlile, James, Reel 19399, File C022.”
Jane Carlisle is identified as “Mrs.” in the marriage record and her deceased husband was James Carlisle.
Further research found a probate record for James Carlile dated 17 April 1761, widow Jane, and this tantalizing clue: INNHOLDER.
Why is James Carlile’s occupation of INNHOLDER so interesting?
Look at this land petition for Robert Carlisle in 1793:

The Memorial of Robert Carlisle Humbly Sheweth that Your memorialist Settled Eight years ago at the portage on the Cumberland Road Adjoining the land appointed by Government for the purpose of Keeping a tavern for the Accomadation of Travellers and have received part of the Money Appropriated by the Honble Council and Assembly for that purpose.
There is more, but the important part is that Robert was a TAVERN KEEPER for the accommodation of travelers. Sounds like an inn keeper to me.
My question now is whether it is just a coincidence that both James Carlile and Robert Carlisle were inn keepers?
Depending on how old Robert was when James died in 1761, if he is James’s son, he might or might not have any memories of his father. However, if Jane was his mother, wouldn’t she have told Robert about his father and perhaps even pointed out the location in Halifax where James worked?
A request is in for a copy of the estate papers of James Carlile. It’s possible that only his wife is named – she might have served as the estate administrator – and it’s also possible if Robert was about the same age as his wife Catherine, that Robert was born soon after the death of his father.
Therefore, the estate papers might not prove anything.
So far, the pieces fit my Robert Carlisle puzzle. Robert even had a son named James. No daughter named Jane, but since there are no birth/baptismal records for most of the children, he could have had a daughter named Jane who died young and unmarried.
It will be interesting to see if this possible bread crumb leads anywhere.