Cranky, thanks for the thoughtful review - I appreciate you taking the time to give more detailed feedback. I'll be thinking about your requests here. As a starting point, there is a GitHub issue open regarding the small image scanning - feel free to join the conversation at https://github.com/wingman-jr-addon/wingman_jr/issues/157
I hope you enjoy the addon, and feel free to leave further feedback using the "Feedback" link in the addon as well.
(Update: Issue around custom images for silent mode - https://github.com/wingman-jr-addon/wingman_jr/issues/166)