So after a chat with Teo I kind of settled on letting Wappler check for me and then rename the image with a -01.jpg appended to the end, although, it wasnt really what i wanted, so another 3 hours later i figured it out.
It works perfectly and checks each image against the database, and all it took was adding multiple rules inside the validator, like this
And it works, hahahaha, Wappler is the bestest still.