Thank you @Wizcrafts I appreciate the help as I'm still very new to this. I was able to have the bobbin case clear the part I circled in red like you mentioned but still the lock stitch won't form and needle will not pull up the bobbin thread. Here is a pic of how I have the bobbin wound. Also a video to the upper thread trying to catch the bobbin thread: https://imgur.com/ETfsDRw (if we could upload videos directly here I would)