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.
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If you choose Outline it will carve most things, regardless of bit size. No promises on how it will look though.