• Arrived at New Castle from Hartford City
• Principal (1921-1938)
• Superintendent (1938-1944)
• Died January 2, 1955, age 70.

From the 1926 Rosennial:

"Mr. Valentine has been in the school since 1921. Many pupils have come in personal contact with Principal Roy Valentine and have fully sensed and marveled at his splendid judicial manner when earnestly trying to solve one of his innumerable problems to the best ends for the school. They can only to a minimum extent realize his many perplexities of administration."

From the 1930 Rosennial:

"Everybody knows and likes our principal, Mr. R. H. Valentine. The school couldn't get along without Mr. Valentine. In his capable hands is placed the administration of the high school. For this work, it is necessary  to have one who is striving for the best results.

Only those who have worked with him can understand the tremendous effort he puts forth to carry out his duties as principal of New Castle High School. His fairness and consideration for everyone around in the students a feeling of loyalty to him.

The administration of high school affairs could not be more ably handled than it is now under the direction of Mr. Valentine."

From the 1938 Rosennial:

"In nineteen hundred twenty-one an earnest young man assumed the duties of principal of Newcastle High School. Down through the years his patience and wisdom have made him a true friend to all. He, together with the cooperation of the deans, has been able to guide many students through their four years of high school, and out into the world..."

Sources: 1926 Rosennial; 1938 Rosennial: Henry County At The Millennium, by Richard P. Ratcliff; 1930 Census; reader submission; The schools of New Castle, Indiana : a documentary history, by Herbert L. Heller.