Jacob Pennington was born about 1716, in Philadelphia, PA, the son of Abraham Pennington (Jr?)
He supposedly was christened at Old Christ Church (founded 1695), Dec 12, 1716. (He is not listed the church records) Another source says his family was from Cecil Co, MD (close to Philadelphia). But in 1749 Jacob petitioned for land stating that he was from PA, so they must have lived in Philadelphia early on.
There is some confusion about Abraham (Sr?) ca1670-ca1733 and his possible son Abraham (Jr?) 1694-1756. There is no proof of this connection, and right now we can't be certain who Jacob's grandfather was, though it may be Abraham Sr.
They lived Cecil County, Md (halfway between Philadelphia and Baltimore, in the NE corner of Maryland, close to the PA line). Abraham bought 160 acres in Baltimore County, Maryland May 14, 1714. He called his estate "Penbrook." He was a yeoman, planter and Indian trader
By 1728 Abraham had moved his family about 100 miles west to Frederick Co, MD. He was the first known white man to settle in this area. There along Catoctin Creek and the Potomac River (present-day Brunswick) he set up a trading post and traded with probably the Susquehanna Indians. He built a cabin on a piece of land called "Coxon Rest" and also ran a ferry. His land was a narrow piece that hugged the Potomac River, 3 miles long and only 1/4 miles wide. But the area betweem the creek and west to the South mountains was his hunting ground. The nearby falls on the Potomac River was known as "Abraham's Falls."
Jan 29 1733/34 Abraham "Abram" sold "Penbrook" back in Cecil County to John Graham. (If Abraham Sr was with them, it's very likely that he died in 1733 in Frederick Co, MD).
By the next year Abraham (Jr?) had crossed the Potomac and moved about 25 miles southwest into Frederick Co, VA. where deeds are found for Abraham and Jacob recorded in the 1740’s. In 1748 a young George Washington visited his brother, Isaac’s home on a surveying trip.
Later they moved on to South Carolina.
Jacob was chosen as one of the commissioners to oversee contruction of a road that ran from Indian Island Ford to Hendrick's Mill on the Enoree River.
There are several problems surrounding Jacob's marriage(s?)
The links above list Jacob married to 3 Mary Cannons, each with a different father, showing how little we really know about this man with very little records to back up claims.
Some think he had a first wife named Charity ? and 7 children:
1. Charity Jane?, b ca 1749; she was single in her father's will of 1762; m Randolph Casey bet 1762-68; d abt 1817 IL
2. Abigail, b ca1742, perhaps m Moses Casey bef 1762; called "Abigail Cassey" in her father's will.
3. Sarah, b ca 1745; m James Bright bef 1762
4. Mary, b ca 1748; perhaps m Erasmus Noble; Jacob's will names daughter "Mary Noble"
5. Elizabeth, b ca 1750 (perhaps m John Spurgin)
6. Delilah, b ca 1753
There might be a break in the ages here.
This note near the end of Jacob's will is interesting: "I order and appoint that all and singular other my estate be equally divided between my loving wife, her children and my daughter, Charity..." (didn't give a last name though he mentioned the last names of the rest of his daughters).
Does this mean that only Charity was the daughter a first wife (or illegitimate)? She was definitely unique, being separated out from the other children. This might mean she was born first around 1743 (unless she was illegitimate, and except that all their birthdates are guesses anyway), and perhaps her mother was Charity also. But then she married Randolph Casey about 1763-8 and their last child, Zadok Casey, was born in 1796, when she would have been about 53 years old!
Zadok's son-in-law, Lewis Casey, wrote a history of the Casey family in 1886. He said that Zadok's mother was Mary Jane Pennington. That name is found no where else, and Randolph's will says his wife was Charity. Is it possible Lewis misunderstood "Charity Jane" for "Mary Jane"?
Then Jacob married second to Mary Cannon. They were married for sure, because he mentioned his wife Mary in his will and his estate names her as Mary Grey (she m Abraham Gray after he died). If the birthdates are anywhere near correct, then there is a 9-year gap in ages. However, it's also possible that Mary was the mother of all of his children except maybe Charity and the birthdates are a bit off.
His will of 1762 says his wife was pregnant
Children born after his will:
1. Jacob Jr, b ca 1762; was 9 when his father died; was on the 1790 census or Spartanburg Co, SC; m Mary Tuttle (an Indian); became 1st settler in Lawrence Co, TN.
2. Ruth, b ca 1765
3. Naomi, b 1772; m John Power; s 1849 St. Clair Co, IL
[This source has his name Jacob Dwight Pennington and his wife Charity Cannon, but with no proof.]
Jacob died Sept 16, 1774, Charleston, SC
His will of 1762 mentions wife Mary, daughters, Mary Noble, Abigail Cassey, Sarah Bright, Elizabeth and Delilah Pennington, Charity (he had only girls when his will as written). Jacob's Will
22 Jul 1784, after Jacob died, Levi Casey (brother of his two sons-in-law, Moses Casey & Randolph Casey) was appointed guardian of his 3 young children: Ruth, Jacob & Naomi.
25 Dec 1784: Charles King and Levi Casey received from Abraham Grey and his wife (Mary, widow of Jacob Pennington) 200 pounds sterling for full and fair portion of the estate of Jacob Pennington, deceased, belonging to Ruth, Jacob, and Naomi.
Nov 1789: John Thomas verified under oath that Ruth, Jacob, and Naomi, Charles King and Levi Casey, were all satisfied with the settlement. As Joint Guardians and Trustees, of the legatees, Abram Grey, Mary his wife, and James Bright as executors were fully satisfied.
After his death, his wife Mary married Abram Gray of Laurens District, SC
Jacob Pennington Born 12 Dec 1716. Old Christ Church, Philadelphia, Philadelphia, Pennsylvania, USA. 1722 Pennsylvania, Virginia, United States. Found multiple copies of birth date. Using 12 Dec 1716
Died 16 Sep 1774. Charleston, Dorchester County, South Carolina, USA.  7 Dec 1762. Berkeley, South Carolina, United States. Found multiple copies of death date. Using 16 Sep 1774
Probate: Charleston, South Carolina, USA. 
(this entry must be for his son, Jacob)
1790 Spartanburg, South Carolina, United States. 
Thank you to Jon Myers for creating WikiTree profile Pennington-1240 through the import of MYERS-EVEY Family WikiTree.ged on Apr 18, 2013.
Click to the Changes page for the details of edits by Jon and others.
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