Etching Wine Glasses on Rotary Help

Yes, I think you’ll want to measure the diameter of the glass at the point where it contacts the wheels and input that so it correctly rotates 360°

What I do is draw a box around the design and (for a glass oriented like yours in the photo) arrange it so the distance from the left edge of the box to the left side of the design is the distance I want from rim of glass to top of design. Put the origin at center left so it’s on the box directly above the center of the design.
Put the box on a different layer (color) and set to “no output”. It wont burn the box but it will use the box for framing.

Set laser to “Start From Current Position” and position the laser head right over the rim of the glass and set that to be your origin.
Load up your file, frame it to make sure, and let her rip!

The dimensions of the box aren’t really important, only that the distance from edge of box to top of design is the distance you want the top of design to be from rim of glass.