Triple Cousin, Lifelong Teacher: The Legacy of Oscar Roy Ashley

Discovering a cousin who connects to your tree thru multiple lines is not that rare on my paternal grandmother's side of the family.  I always like to map out the lines.  This one was a really great find even though he didn't leave any descendants, he left much more.

Oscar Roy Ashley (1906–2001) is my cousin thru 3 ancestor couples: James Morrow & Margaret Sutton, James Jakes & Nancy Harger, and James Knox & Elizabeth Craig. Born in Bedford County and raised in Murfreesboro, Oscar never married or had any known children. Instead, the record trail shows a life completely dedicated to literature and education. Oscar pursued his love for words at the University of Tennessee, Knoxville, graduating in 1927 with a BA in English. The census records map out his decades in the classroom:

1930: Back in Bedford County, working as a local schoolteacher in Shelbyville.

1940: Relocated to Chattanooga, where he joined the faculty of the prestigious Baylor School.

1950: A brief stint in New York City working as an instructor before returning home to Tennessee.

He also served in the US Army Air Forces  during World War II

He spent decades mentoring young minds, eventually retiring in Chattanooga where he lived to be 94.

While Oscar left no known descendants to carry on his name, his final act ensured his passion for education would live on. In his will, he left his estate to his alma mater to establish the Oscar Roy Ashley Graduate School Fellowship at UT Knoxville. Today, this permanent endowment funds a $4,000 annual fellowship for talented, returning graduate students who show exceptional academic performance.

From the UT Knoxville Website  https://gradschool.utk.edu/ 

Also see the Oscar Roy Ashley Papers

The census records simply list him as "never married, but Oscar’s legacy is clearly written in the fellowship that still bears his name.

Sources Consulted:

Oscar Roy Ashley Graveside services for Oscar Roy Ashley, 94, formerly of Murfreesboro, who died Monday, July 16, at his home in Chattanooga, will be 2 p.m. Thursday at Chattanooga National Cemetery. The Rev. E. Lane Alderman Jr. will officiate. He was the son of the late Edgar Leander and Mary Elvira Stephenson Ashley.

The Daily News-Journal, July 18, 2001, Page  11. image, Newspapers.com (https://www.newspapers.com/article/the-daily-news-journal-oscar-roy-ashley/197716870/ : accessed May 17, 2026).

1910 United States Federal Census: Civil District 1, Bedford County, Tennessee. Status: Single, Son.

1920 United States Federal Census: Murfreesboro Ward 1, Rutherford County, Tennessee. Status: Single, Son.

1930 United States Federal Census: Shelbyville, Bedford County, Tennessee. Status: Single, Boarder; Occupation: Teacher.

1940 United States Federal Census: Chattanooga, Hamilton County, Tennessee. Occupation: Secondary School Teacher.

1950 United States Federal Census: New York, New York, New York. Status: Never Married; Occupation: Instructor. 

Tennessee, Delayed Birth Records, 1869–1909: Confirming birth on September 26, 1906, in Bedford County.

U.S., School Yearbooks, 1880–2012: Documenting his education, including his 1927 graduation from the University of Tennessee, Knoxville.

U.S., Social Security Applications and Claims Index, 1936–2007

U.S., Social Security Death Index, 1935–2014

The Daily News-Journal (Murfreesboro, TN): Obituary published on July 18, 2001, page 11.

U.S. World War II Army Enlistment Records, 1938–1946

U.S., WWII Draft Cards Young Men, 1940–1947: Showing his employment at the Baylor School in Hamilton County, Tennessee, dated October 16, 1940.

U.S., Find A Grave Index, 1600s–Current: Documenting his burial at the Chattanooga National Cemetery in Hamilton County, Tennessee (Memorial ID 64920975).