Is that an outline font? If you use an outline font, then only the outline will be left as an island, the central part of the text will be cut as a pocket as well.
If not, you need to select the inner border (you’ll need two though only one is shown below) as well when assigning the toolpath, and you need to use a Pocket, not an Outside, Inside, or No Offset path. See attached:
rb_pocket.c2d (3.4 KB)
Please post the .c2d file, or the SVG.