Reply To: How in the dickens do I make this logo on a die-cut bleed?

There are two parts to this question. First is making the dieline in Indesign, second is adding the bleed in Illustrator.

To make the dieline draw a circle in InDesign exactly where the outer circle for the logo is. Give the circle a 0.5 point overprinted stroke using a spot colour called “Dieline”. Draw rectangles and polygons (with the pen tool) to create the dieline for the entire piece. Don't worry that you are making several shapes, so long as the edges line up (guides help) and that they overlap where they meet. Select all the dieline shapes and combine them with the Pathfinder panel. Put the dieline on its own layer and lock that layer.

The bleed is a little trickier. Draw another circle with a radius equal to the dieline plus the required bleed. Extend the red and blue parts of the logo to at least the edge of the outer circle. For the type, use the pen tool to extrapolate the paths of the text out to either the apparent edges of the text or the outer circle, whichever comes first. You now have a version of the logo that bleeds beyond the dieline.