I need to extrude a complex 3D surface to another even more complex 3D surface, and the extrude must have a 10 degree draft. The result must be solid.

Lofting/Boundary is out of the question, as I need it finished still this year

...But the draft doesn't work (works only for a small segment), as visible on the pictures

Adding extra segments goes shenanigan mode

Although the source and destination surfaces are complex, the problem seems pretty much like another SW's fussiness