If you're manually cutting every piece of tape you use, then you're wasting wayyyy too much time! There are tons of die-cut shapes and sizes available, like the polyimide dot in the image. Die-cut tapes were developed to make the masking process much faster and more precise.
And if your masking requires a complicated design, we highly recommend you consult with a masking provider, like Echo Engineering, to request custom die-cut masking tapes. It's nearly impossible to cut out a perfect circle to mask off a contact point, so we advise not wasting your time on that.