Geez you're knowledgeable, John. I thought it might be possible in TC, because the other program that I used has very similar spec to TC, ACIS, lightworks, Dcubed constraints, but you know TC inside and out.
Michael, draft is conventionally the minimum angle from normal to the parting line of a die or mold, and it's usually dealt with on an individual basis for each face (had to resist "face-by-face basis" there. But I had to share. So conflicted.). I don't know how successful expecting it to deal with multiple, opposed, compound-curved faces is likely to be. Perhaps it could be used to do what you want on one tooth, radial copies for the remainder.
I'm not convinced that programs like MoI are compatible with programs like TC. It's got neat routines like flow and twist, but they're individual routines that don't sit comfortably with feature-based, or history-based CAD. Because it's a surfacing program, it can generate self-intersecting objects without blinking, while that's a prime no-no for kernels that're predicated on manufacturability. After-the-fact surface replacement, which is the arrangement that MoI-with-Alibre worked along, isn't like trying to build it into the CAD app.