Welcome to the PinballX forums! Unfortunately, PinballX is the frontend for Windows-based systems only. While we have had a few members who have experimented with "all things Pi" emphasis is on "few" and likely not here. I don't mind trying to help get you headed in a proper direction, but I am limited.
Things to consider here:
Try checking at VPForums where there are more likely RetroPie users of Vpinball
Hard for us to say if Claude AI is the issue, if it is your queries, or a combination of both poor or confusing queries and incorrect AI model match. Sometimes, leveraging multiple AI models is needed. Galaxy.ai might be a place to try. I just copy & pasted information from your first post and generated the PDF attached. It may be full of holes or it may get you going in the right direction.
Best of luck! Let us know if you find a solution!
RetroPie-VPinball 10.8.01 Scoreboard Troubleshooting Guide (Vertical Monitor).pdf