Hi Dillonlee, I just wanted to say that it's really nice that you adopted a yorkie

and I don't think anyone will dare to judge you because you are training him to potty indoors (I don't see anything wrong with that).
I really don't have much experience with what you are going through right know so I don't think I'll be of much help. Just be patient I guess

Do you give him a treat when he is on the wee wee pad? Maybe that will make him see that it is good that he goes on it (just a thought) and continue like that until he is confident enough to do his business

Oow, when Nena was small she used to wait a long time before peeing and sometimes when I felt she waited to long and I used to put a little bit of pressure on her bladder and she would pee. Maybe you can try that as well and give him a treat because he peed on the wee wee pad.