After reading so many blogs and watching Youtube videos and trying out the suggested solutions (more light, calibrate it, etc), I came across a solution in one of the Facebook Silhouette groups that worked for me.
The Solution: Uninstall the latest software that came with the machine and install an older version (legacy v2.9.45). That was all I needed to do to get my machine working properly! O.M.G.
As a note:- the photo I used here is not my own.