Lets say I pocket out this shape with a 1/4" end mill. Each corner will have a radius because the end mill can’t get into that tight corner.
So my plan for chamfering was just to create an inner offset, but in my design the shape has hard corners and doesn’t factor in the left over radius. I can’t easily add the radius onto the corners.
A chamfer is not going to work. You probably want to use an Advanced V-Carve toolpath which is actually two toolpaths; one that hogs out the majority of the pocket with an endmill, followed by another toolpath using a v-bit that pockets areas which the endmill won’t fit and to “square-off” corners tighter than the endmill radius. Be aware the v-bit toolpath will also taper the sides of the entire pocket at an angle equal to the bit.
This is a screenshot of the simulation using a .25" EM and 30° V-bit.
Another thing to consider. You probably don’t want to try to cut with the sharp point, so you’ll want to offset the cutter as well. Draw the part, chamfer & tool in a side view & measure the depth & offset needed…
Since a 1/4" endmill can’t get into the corners, there’s no reason not to create fillets in those corners for your vector. Creating a 3.175mm or 1/8" radius fillet works perfectly for a 1/4" endmill. Then just cut inside the line with your endmill and on the line with your V bit. Perfect chamfers every time.