Been there, done that. Gmail add-ons are a pain to debug and maintain.
Skip Google’s contextual triggers entirely - automate the whole workflow instead. Set up a system that watches for compose events and handles signature insertion automatically. No more dealing with Gmail’s finicky add-on architecture.
I built something like this for our team. It monitors compose events and injects signatures based on user profiles, departments, whatever rules you need. Way more reliable than hoping Gmail’s triggers work.
Bonus: you can extend it for other email automation - templates, auto-responses, formatting. All without touching Google’s add-on system.
Latenode handles Gmail integration really well for this kind of workflow automation. No more debugging manifest files: https://latenode.com