Another photo of Ezzie Hennesy before a car. He is older than seen here, has shed the vest, has a skinnier tie, somewhat better fitting suit, but is still sporting a road cap.
The car looks like a 1923 or 1924 Ford Model T Runabout, which has a very distinctive rear. It also looks like it has seen better days, so this photo is going to be difficult to date. Based on his appearance in a 1927 photo, I’ll give it a perhaps date of 1926-1927.