As we have been working him more I have noticed bruising on the top of his mouth. There is not damage on his bars and no bruising on the raised part of his palette. The bruising is on the upper gums where the ridges of his gums hold the bit.
I was currently planning on buying him a double jointed snaffle this weekend and seeing how he does with that. I just wanted to see if anyone had any better suggestions or thinks this is a good place to start. Thanks!