Most likely this was Harold W. Derry. For the 1910 census Harold has a printer living with his father, John R. Derry, who was a newspaper editor in nearby Greene Co., MO.

The lineage would be John R. Derry - Oliver Hamilton Derry - John R. Derry - John Derry (d 1862 Brown Co., OH) & Anna Rardin. This line tracks back to 1791 Allegheny Co., PA