If I squint just right it could be an “H” which is 1916. Regardless the large red circle on the front indicates it the box likely comes from the WWI period. On 9mm Luger boxes of this style the small red circle seems to have been adopted in 1919. Your label has the small letter style for the arched Remington name under the cartridge. This apparently introduced some time before 1919 although my 1917 boxes have large letters this could be because the boxes were not reprinted until the old boxes/labels were all used up. A few years difference on label changes for different caliber cartridges’ is not unusual.
Nice boxes, particularly the Robin Hood. When I was a young collector, there were a couple of “old” guys who would tease me by asking if I had found one of the Robin Hood 9mm Luger rounds yet! Hearing this, a well known St Louis collector showed me the notebook from a senior (perhaps THE senior engineer) and noted that all known Robinhood produced calibers were mentioned but 9mm Luger was not in the book. The truth is that I was disappointed. The idea of finding an RHACo headstamped 9mm Luger made “dime” boxes (it was a long time ago) particularly interesting to me!