Where did you find the glass? Beautiful artwork. I've spent a few hours researching but have come up pretty much empty handed. Could be an undocumented war conversion glass or just a one-off someone had made. Hopefully someone will have more info. Maybe someone will recognize the glass but with a different name on it.
There was a radio show, TV show and a movie called Duffy's Tavern in the 40's and 50's. A guy who was always answering the phone figured prominently in the series. Notice the guy on the phone pictured on the glass. I have looked at hundreds of photos of the tavern taken from the series but none has a pinball pictured.
I found one reference to a pinball in one of the series episodes:
"The greatest of these is, of course, was Archie. He held the show together not only as a bartender, but he was always on hand, and because he was a fellow capable of handling practically any given situation. He had some pretty close escapes, because he was not the brightest guy in the world, but he was the brightest guy in Duffy's Tavern, and even when he failed he saw to it that no one else was aware of it. All right, he was taken in by Mme. Cacciatore, the opera singer with the Greenpernt accent and her manager, the Duke, but who was it who installed the pinball game in a corner of the Tavern where the floor slanted and thus made it impossible for anyone to win? It was Archie."