Sara J. Andrews had her grandfather's middle name as Frank on her family tree. Other sources has his middle name as Burl.

Sara Josephine Andrews: My grandfather Orlando Simpson had a brother named Leandra. They were twins. One of them got lost one time, wondered away from home or something. They lived in Illinois and a country place, and they were afraid some animal had hurt the child. And they found him two days later in a trunk of a tree. He crawled up there and was asleep. But my grandmother died when my mother was five years old. She was the next to the youngest of four little girls. And my grandfather was father and mother to both of them. That was Orlando Simpson. But his sister came and stayed with them and helped take care of them, but she found someone and married and left, so he needed somebody. He found the loveliest young lady. She was 21 and he was 43 and they were married and then his second wife was Clara Olive.

Had a farm of about 150 acres in Fairfield, Illinois. Only son, Orlando, Jr. stayed on the farm and farmed it. He was about the same age as his nephew, William L. Andrews, Jr., who seems to recall that the Simpson family was originally from Cullicoka, Tennessee in Marshall County.

WILLIAM L. ANDREWS, JR., JULY 2002: My grandfather Orlando Sr. was a twin and the twin got lost in a hollow log. I don't know whether they were together and one of them got lost and crawled into an old log, a hollow log, and went to sleep. I don't know whether they found him alive or not, but I think so. I just don't know. See, we went up there every summer for awhile, but there are a lot of other Simpsons up there. JEA–How did your father and mother meet? WLA–Well, the Harris' had a cousin, Riggs Harris, and he moved up to southern Illinois, and so my father was visiting him and their farm was about maybe 2 or 3 miles from Orlando Simpson's farm–maybe not that far. Riggs Harris, the grandmother lived right down there you know when you go toward the interstate (on highway 50 in Lewisburg, Tennessee) and go past the, you know that road (on the left just after the Ezell Curve) that goes off to that cemetery (the Bryant Cemetery) on the other side there (left side), when you go over the hill there, that first house way over there, I mean it's just after you get out of the hill and the woods, you can see the two houses there. The one way down and that first one was cousin Mildred's. I call her cousin Mildred, Mildred Harris. That would be Paul's grandmother or great grandmother. So Riggs Harris was related to them. JEA–Then did they go together to the 1800 World's Fair in St. Louis? (I think Aunt Sara told me this.)

ORLANDO SIMPSON DEATH NOTICE
Orlando Simpson was born April 25, 1853 near Pleasant Grove in Wayne County, Illinois where he spent his entire life. He departed this life October 30, 1935, aged 82 years, 6 months and 5 days. March 18, 1877 he was united in marriage to Josephine Wright. To this union were born four children, Mrs. S. T. Merret of Wayne City; Mrs. C. E. Samford of Paris, Illinois; Mrs. W. L. Andrews of Nashville, Tenn; and Mrs. Walter Koontz of Fairfield. His wife, Josephine preceded him in death June 21, 1890. On November 13, 1895 he was united in marriage to Sarah Olive Kennann. To this union were born five children, Ernest L. Simpson, who died in infancy, Mrs. U. W. Terrell of Fairfield; Mrs. Melvin Blackford of Fairfield; Mrs. Loren F. Witter of Wood River, Ill.; and Orlando, Jr. at home. Besides these children and his faithful companion of forty years he leaves sixteen grandchildren and eight great grandchildren. Early in life he accepted Christ as his Savior and united with the Pleasant Grove Missionary Baptist Church of which he served as a deacon and trustee for many years and was a faithful member until death. Funeral services were held at Pleasant Grove Church Friday morning November 1, at 10:30 by Rev. N. T. Courson, a former Pastor, assisted by Rev. and Mrs. Paul Bover. Internment in the Cemetery nearby.

1860 United States Federal Census

Name: Orlando Simpson
Age: 7
Birth Year: 1853
Gender: Male
Birth Place: Illinois
Home in 1860: Township 3 S Range 9 E, Wayne, Illinois
Post Office: Fairfield
Dwelling Number: 721
Family Number: 670
Household Members
Name: Patsey Simpson Age76
Name: John D Simpson Age46
Name: Martha Simpson Age43
Name: Mary A Pucket Age21
Name: Sarah J Simpson Age17
Name: Wm J Simpson Age16
Name: Josephus Simpson Age13
Name: Orlando Simpson Age7
Name: Leander Simpson Age7

1880 CENSUS:
Orlando Simpson 27 IL (birthplace) Farmer TN (Father's birthplace) NC (Mother's birthplace)
Josephine Simpson (wife) 27 IL Keeping house IL (Father's birthplace) IL (Mother's birthplace)
Clara Simpson (dau) 3 IL

HISTORY OF THE PLEASANT GROVE MISSIONARY BAPTIST CHURCH-In the early Nineteenth Century, most living in the vicinity of what is now Pleasant Grove migrated from the states of Kentucky and Tennessee, many being Baptists. Upon arrival, the little group of twelve decided to form a church. Accordingly, September 25, 1853, they met in Carter school house and organized a church to be known as the Pleasant Grove Church of United Baptists. A plot of ground was secured and a church building erected in 1854, the first Baptist church in Southern Wayne and Northern White Counties. In 1898 a new and larger building was erected nearby. Trustees ..were: Orlando Simpson [Cont'd father-in-law CA Wright], Wesley Reed, William J. Vaughan, William A. Wright, and Charles L. Carter. The minutes of business meetings held by the church in its 145 years of existence have been recorded by the following clerks:
D. C. Walker Charles H. Terrell Carol J. Vaughan
D. K. Felix W. F. Vaughan
J. R. Carter Charles L. Gill
D. W. Atterberry Frank Vaughan
Judson Osborn J. A. Felix
W. M. Osborn Claude C. Haefele
Alice Dickey Delman Bradshaw
J. W. Simpson Phyllis Greifzu
C. A. Ewing Rene Atkinson
J. F. McDuffee Kathy Vaughan Bramlet

1880 Census Information (this must be some other Orlando Simpson):
Orlando F. Simpson born 1851 IL (birthplace)Age 29 Farmer & Constable (IL father and mother's birthplaces)
Emeline A. Simpson (wife) Age 20 IL (birthplace) keeping house (IL father's and mother's birthplace)
Mary E. Simpson (dau) Age 1 IL(birthplace)

DAVID ANDREWS:
(Daddy's closest cousin, maybe even closer than Paul Harris, was Orlando Simpson. Dad said, "Orlando, Jr. ran the farm. He was my hero.")

David: "Funny, thinking back on those trips to Fairfield, IL. Orlando and his family clearly loved Daddy, and me by extension. It's only now that I see the smiles and attention so clearly as more than the kind of bounded affection we experienced with Aunt Sara and Grandmother, and even with Auntie Joan, maybe. Of course it was just a couple visits, but I remember very clearly being nonplused and unable to recognize the way all that family came to see Daddy and me, and with such interest. I spent more time with Larry. He may not have taught me to fish, but I'm pretty sure it was with him on his farm pond that I caught my first fish. I remember being incredible with excitement and didn't want to leave. I loved Larry, and he seemed especially genuine to me and willing to please a young kid--for a young teenager or in his early 20s."