I was hesitant on posting this, since I don't have any screenshots, but I might as well-
- Went to take my wolf mining as usual, left him alone for a bit.
- Came back when he still had a little over a whole empty row still, noticed I needed to replace the wheel
- Replaced the wheel, left for a bit
- Came back, and not only was he "just chilling" with six-seven empty slots left, it once again said there was no wheel attached
- Instead of being at three wheels left, which I was before I replaced it the first time, I had two wheels left
- Was able to get him to start mining again after dropping an ore
So basically something glitched out when I was replacing the wheel and I lost a whole wheel due to it.