TokenVariants VS always-hp

The Token Variant Art module can handle this (scroll down to Image to User Mappings). You'll probably need to write some macros to change things on the fly though.

Token Variant Art - Makes it possible for a token to have purely visual token variations. Better than Wildcard since it isn't forced to be random. Very unintuitive to work with however.

There is a short clip under this release: https://github.com/Aedif/TokenVariants/releases/tag/2.14.0

if you want more control with your wildcarded tokens there are a few modules that can help, for example token hud wildcard will add a simple right click menu to a token to chose which image to use (not officially updated to v10 but it should work), token variant art will give you A LOT more options about using multiple images on a token, even different images for different players if you want.

I used Token Variant Art for this... it is pretty nice and maintained. I have worked with Aedif and he has made enhancements to the module recently. https://github.com/Aedif/TokenVariants

There is also a not fully automatic , but still very useful feature on Token variant art module https://github.com/Aedif/TokenVariants .

Token Variant Art (only really active when I'm preparing the game)

Always HP - Adds a little toolbar that can be used to rapidly adjust token health up and down

I personally love the Always HP module, which puts a bar on the screen. Click the token, type the damage in the Always HP bar, click the red down arrow. Makes it much easier because you never have to worry about hitting --, or forgetting to put a minus in.

Always HP