Hi Josh,
to IIS.
When you have the focuser rucked in all the way, does the image in the eyepiece get smaller and tighter as you ruck out the draw tube? Or does the opposite happen, it gets larger? Just trying to suss out an idea of what may be happening first.
Seeing the shadow of the secondary mirror when the image is way out of focus is fine. That's what should be seen and is a tell tale sign of correct alignment of the optics (when you get some more experience this can be looked at more closely, but not critical for now the perfect alignment).
Mental.