Help. Need advise on initial cuts - XCarve/Easel

I need to cut my entire design within the outer border 1/4", then cut individual lines - 1/2". The individual lines aren’t a problem. It’s getting started with cutting down the whole image as I am not able to “click” on each individual piece. Can anyone tell me how to get started

Not in segments just a line drawing

We literally set up our machine last week so I am new to this whole thing.