I’m looking for a tool, or guide on DIY of a tool that I can train to recognize certain family members in my photo library, and generate a tag of who is in the photo. This way I can sort my existing library because its a hot mess right now.
Kind of like how Amazon photos does this if you are familiar with that.
Any suggestions? Might be a great L1 project 
Look up immich
I think PhotoPrism (a self hosted service) has this ability. I am unsure about its current maturity. It was still alpha/beta few years ago.
If you want to make a image classification model in python you can use prodigy.
Generally you want 50+ examples for each person you want to tag
Here’s a guide for doing image classification
Nextcloud’s recognize does this
That’s what I use, works great.