This appears to be a 1903 Winton touring car. In doing some image searching, I came across a photo of the 1903 Winton that was driven by Horatio Nelson Jackson that seems to be very similar, with the exception of this being a four seater and Jackson’s being a two-seater. Would that this were a photo of Jackson’s car before he set out on his famous cross-country drive. In 1903 it took him 64 days to cross the US, including numerous breakdowns and delays from having to winch the car out of mud holes and over rocky terrain. His trek proved it could be done. By 1919, when Dwight Eisenhower did it with a military convoy of heavy trucks, it had been reduced to 29 days (average speed less than 6mph, and including 6 days of rest with no travel attempted).
With the chauffeur in the front seat, I guess you could consider this an occupational photo. Regardless, an awesome piece of early automotive history. Note the license plate with the number 1211. Could you imagine driving from Washington DC to San Francisco, a distance of some 3000 miles, in a car like this?