Ok, what year? I think the Indian is set up for dirt racing... no brakes! What is that on the pole behind the rider? I don't remember roadside telephones before the 60's!
It looks like a coffee grinder.
Also - a rare 1917 or '18 sedan in the background. Note the sidelamps.
Unusual indeed, but definitely a telephone - I have one just like it that had been refurbished with a "modern" rotary dial behind the front door.
Centerdoor appears to be a '17 - '18, maybe early '19 - bale handles.