Thank you for your reply.
Since my old post I learned more about Jonathan Jennings. I'm going to post it here. Maybe someone will see something I missed, or be able to help learn if he ever had any children.
To add to the mystery about children for Jonathan Jennings this is the 1820 census:
1820 Harrison Co., IN – Corydon
020010 01110 b1784
In this household are females/daughters? 10-16 and 16-26; woman 26-45;
Males 2 10-16; 26-45 (One of these males is Jno’s nephew Jacob, orphan of his brother Ebenezer – 1818 in grammar school – wife Ann is not well in 1818)
The census data of 1820 doesn't fit with his marriage in 1811. It shows 1 female and 2 males in his household b 1804-1810 and one female b 1794-1804 along with a male and female b 1775-1794. The births of these children all pre-date the 1811 marriage to Annie Hay.
After my original post I made a trip to Clark Co., IN and searched the deeds; These are my findings:
Clark Co. Courthouse, Jeffersonville, IN deed search, Jonathan Jennings Deeds:
Bk 11 p238 – 1807 Jennings Deed to Alexander Buckner recorded 1816 (wife Anne)
Bk 25 p527 - 11 Nov 1828 Jennings deed to Andrew Hay for $300.00 (wife Clarissa) Andrew Hay was his brother-in-law.
Bk 26 p 531 – (I missed date, after 1827) Jennings to James Collins for $.00 – 100 Acres (wife Clarissa)
Bk 27 pg405 – 31 Oct 1830 Jennings to William Davis for $50. (wife Clarissa)
Bk 29 p40 – 19 Oct 1827 Jno Jennings to Clarissa Barbee due to intended marriage to provide a suitable and competent settlement...
The last one is puzzling. His first wife was dead. If he had no children, why did he need to provide "a suitable and competent settlement" for his second wife? Would she still have been entitled only to the widow's third?
Also, why did he give 100 acres to James Collins?
I found no probate file or will. Surely there must be a probate file somewhere.
I found letters online written by Jno Jennings from 1806 until 1832. He writes to his sister Ann and her husband Dr. Mitchell. He writes glowingly about his marriage to Ann Hay, and writes about her death in the winter of 1825-26. There is no mention in any of his letters of his marriage to Clarissa. He talks about Jacob, who is an orphan of his brother Ebenezer that comes to live with him. After 1830 his sister Ann dies. He mentions in one letter about going to Corydon to get his niece. There is no mention in any of his letters that he has any children.
Andrew Hay was Jno Jennings’ brother in law, b in KY and educated at Transylvania (Lexington, KY, I think). He was a doctor in Clarksville, IN
I'm still looking for a Jennings father for my two Jennings females, Arabella and Mary Ann "Polly" b abt 1800 - 1805.