I agree about the others. Looks like a dead ringer for Wickard to me (except for the eyebrows, but I can’t tell if that’s due to the expression or because they’re different), but I can’t find the same photo in google image search (I even cropped it and tried a reverse search).
Definitely not any of the others on the list. Churchill’s the closest of the others, but the eyes are all wrong and he also has a shorter chin.
Yes, the eyebrows don’t look just right for Wickard but the mouth is dead on. Knowing what the lapel pin is may aid greatly in helping to narrow things down.
Probably some local politician. Although, would the Interstate Highway shield lapel pin indicate a congressional rather than a local cadidate?
Is it an actual photogrpah or a screen-printed cardboard piece, or canvas stretched on a wood frame?
Printing a large photo in the good old days was bleepin’ expensive. it was only done either for special cases, or more likely in bulk with something like silk screening - say for a political campaign.
Where is the basement? Maybe the locale will give a hint? What else was in the basement? And I agree that I’d like a closeup of the lapel pin. Also I can’t see how wide the lapels on his jacket are, but that’s key to narrowing down a time frame.
That particular design of pin has been used as a giveaway at political rallies of both parties since the early 1900’s, up through the 1940’s. It doesn’t narrow the field much.
Where is your friend located geographically? If it’s a local politician, that will help a ton. Does he have an idea how old it is? There’s nothing written on the back?