Charlie J,
What a delightful surprise to hear from you! I am eager to collaborate and will consider collaboration valuable even if it disproves what I thought I knew. My understanding of Irish records, place names, etc. is far from expert, so please don't be over-polite about disagreeing/correcting. That said, here is more about Jane and evidence by which I'm connecting my ancestor to yours.
In addition to the son named John Shepherd (as spelled on his grave marker), she had another named William J. with strong indication the "J." stood for Jones. Indexed marriage records list Jane Jones and Thomas Condell, married in 1801. A newspaper marriage announcement from May 1801 says Miss Jones, the daughter of John Jones, Esq. of Hacketstown, married Thomas Condell from Carnew. I'm interpreting Hacketstown and Carnew as parish names here. A tithe applotment record for Eagle Hill, Hacketstown, Carlow dated November 1823 shows Jane Condell occupying land right next to that occupied by John Jones and Shepard Jones. July 1824, Jane and 10 of her children emigrated to the USA, where her branch has remained, as far as I'm aware. I haven't found records for Thomas or one additional daughter, but they did end up here, too, and it seems reasonable to believe that Thomas was already gone in November 1823. Deed memorial 490515, Book 717, page 379, having to do with Aunt Rachel Barker Marks bequeathing land to John Jones the younger, lists Thomas Condell as a witness.
Looking forward to hearing your thoughts!
Have you figured out exactly how the older Shepard (the one on the 1823 tithe applotment) fits in? He seems like a brother to Jane and the younger John, but I have found nothing to confirm that.
There is another witness to the deed mentioned above whose name I can't make out. Possibly another brother-in-law? Do you know anything about that?
An 1838 newspaper death announcement says, "February 21, at her son's residence, Newtown, Baltinglass, in the 99th year of her age, Mrs. John Jones, relict of the late John Jones, Esq., of Woodside, Hacketstown." Do you have anything to corroborate or contradict that being our grandmother?