The rider is my Dad. The bike is an Indian 30-50, sometimes known as the Scout Junior. I don't know the year of this bike, but the 30-50 was made between 1932 - 1941. The pic was taken in Balboa Park in 1942 or 1943 when Dad was stationed in San Diego. He was an Aviation Ordnanceman in the Navy.
Good luck with your venture!
I thought it was an old Red Man. Uncle had one back when I was in Jr. high. Not sure what year it was made, but had fun riding around on it at his small farm/ranch down south of Dallas. I think he ended up giving it to my cousin before he went off to college in Austin. That thing almost killed me and my cousin more than once one summer. Two kids, a six pack and no brain between them... not a good combination.