Hi Jocelyn, I just read your post though not of my family line heres what I found. it is my belife The Jesse in Christian Co.,ILL. married to Elizabeth and the Jesse in Osage Co.,MO. Just married to Amanda are the same Jesse.
In Christian Co.,ILL. Jesse purchased several parcels of land his net worth in 1850 was $1500. IN 1860 Osage Co., MO. he also purchased several parcels of land. He in fact started in 1836-1857. His net worth was then $8400. I belive he was dealing in Real Estate.
I belive this Jesse was of Matthews line and was the son of Matthew jr. In the 1860 Osage Co. census Crawford twp pg.325 Jesse Agee 53 b.VA., pg.324 William O. Agee 44 b.TN., pg.320 Tilmon "Tillman" Agee 46 b.TN., pg.311B M.W. "Matthew Wiseman" Agee 36 b.MO., pg.311A James C. Agee 34 b.MO. All sons of Matthew jr.
I don't belive the Jesse that married Elizabeth Satterfeild was the son of Ephraim but was most likley Ephraim's grandson, Heres why, in the 1788 personal "A" tax list for Franklin Co.,VA. there is a Jesse. In the 1799 personal "B" tax list Matthew, Ephraim, and Jesse. Who was this Jesse? I belive he was the son of Ephraim.
In the 1820 census for Allen Co.,KY. pg.58 Jesse Agee 2 males 10-16 , 1 male 45+ 1 female 10-16 4 females 16-25, 1 female 45+. I belive the Jesse that married Elizabeth Satterfeild was the son of this Jesse. In the 1850 census for Allen Co.,KY. pg.161 line 22 there is a Susan Agee living with the John Raleigh family. What is the Raleigh connection to the Agee's? This could be a very good clue.