Hi Noblerabbit, hi folks.
For your question number 1 : Yes, see attached SU file for ideas (Scenes 1 to 3).
For your question number 2 : No, unless there is a pluggin that can do that.
However, you can use SU to help in the tedious task of optimizing the cuts. Don't forget to add some extra for the blade width (around 1/8 inch or 3 mm depending on the type of blade). See attached SU file for ideas (Scenes 4 to 8).
Furniture parts list.skp