Why doesn’t Easel work with all bit sizes. For example I may want to use a 1/8 straight bit and most of the fonts won’t carve.
Because size matters…you can’t cut a 1/16" wide line/letter segment with a 1/8" bit, it just won’t fit. You can either scale up your project size until the bit fits, or use smaller bits.
If you choose Outline it will carve most things, regardless of bit size. No promises on how it will look though.