Located the 1940 census record of the Sidney Dewitt Ailes household in Shelby County, Ohio. The enumerator listed him as "S.D. Ailes". Sidney was my paternal 2nd cousin 3 times removed - our common ancestor was Phillip Young (1787-1850).
At the time of the enumeration, Sidney and his wife were living in Pemberton, Shelby County, Ohio. He owned his home and it was valued at $1600. Sidney was 52 years old and born in Ohio. His wife, Lina, was 54 years old and also born in Ohio. In 1935, they were living at the same residence.
The record shows that Sidney had completed 4 years of college and the Lina had completed the 8th grade. Sidney's occupation was that of a teacher at a public school.
Also living in the household were son Wayne, age 26, born in Ohio who had completed 4 years of high school and was working as an inspector in a cast aluminum plant; son Ned, age 20, born in Ohio and had completed 4 years of high school and was working as a plater in a nickel plating plant; and son John, age 15, born in Ohio and had completed 2 years of high school.
Additional boarders were living in the household as well : Ray Pepper, age 25, born in Ohio, working as a plater in a nickel plating plant; Frances Newhouse, age 21, born in Ohio, a teacher in a public school; and Nettie Mendel, age 21, born in Ohio, a teacher in a public school.
I do not know of any family connections between these lodgers and the family - likely they were living there to help out the financial situation.
Sidney's two daughters, Clara and May are not in this census, likely they have married - will need further research.
If you have any additional information or are connected to this family, I'd love to hear from you.