This is a really interesting idea. So you would probably pre-cut a section of leather slightly larger than your design, dye it, apply the resist, then engrave and cut? It’s not something I would have thought of, that’s for sure!
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@Zandr, thank you for your reply.
Thanks for all the suggestions posted here. I’m going to move this thread to Beyond the Manual so the conversation can continue.
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i have had luck using frisket film, testing on non-proofgrade leather.
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DOH! Wish I had seen this before I went to town, will keep in mind for next project! Thank you.
Any other advice for removing masking that has been on 
leather now for about 18 months? Finally started my first leather project and no matter what I try can not remove the masking. Have done a search of the forum and the more I find the more I realize it may be a lost cause, especially now that my PG leather + masking is so old 
Bummer. And as usual for me, it took a long time to learn the steps just to make my file and gather everything I needed for this project LOL
You might try gently warming it with a blow dryer (not a heat gun). Some adhesives soften when they’re warm.