I just uploaded Rollette, a wooden Poosh-like game, from the 1930s would be my guess. It plays nicely, and even has a Doubler Cup like Poosh games. Wonder who borrowed the idea from who.
The other one is Poosh Flip M Up, the first and only Poosh bagatelle with a pressed tin playfield. That would date it to the late 1940s or early 1950s. You can grab them here:
You can interact with the ChatGPT Bot in any Chat Room and there is a dedicated room. The command is /ai followed by a space and then your ? or inquiry.
ie: /ai What is a EM Pinball Machine?