Duplicate JSON
I will take a look into this and try to make something that can avoid that duplicate when you update an already existent font.
Don't fell bad, it's fine. I don't take to personal haha. Game dev can be stressing sometimes, I know that ^^
Your plugin configuration screenshot
I don't think its a good idea to name your font face with special characters like you did: \FB[LWFont]. I think you should just name it "LWFont". Html will deal with those special characters in a different way and also this can make other plugins that use escape codes to change the font do not work so well. Best is to avoid that.
1 - Yes, you should wait until I release an update to make things easier!
2 - Yes, there is a way to do it. The help file does not mention that. But you can download other plugin of mine calles "Eli Message Actions". It will provide you new escape codes(Something like the RPG Maker already does for changing colors like \c[6], or use variables \v[ID]) that will allow you to change the face font this way:
\FNT[FontFace] → Replace FontFace with the font face you set on the plugin parameters.
https://hakuenstudio.itch.io/eli-message-actions-for-rpg-maker
Don't fell bad at all! Anything you want just call me here. Sometimes I will also be late to answer, sometimes I will answer quickly. But I always answer. I will let you know from here when I have updated the plugin. It may take a while, because is the end of the year and so on. But I will!