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having trouble drafting vertical faces around a curved surface


JustinoftheJungle

I'm trying to make a mold, so I need all the vertical faces to have a draft in order to be removed easily.  Normally I select all the faces to be drafted then select the top surface or plane to draft it around.  Why can I draft around certain curved surfaces but not others?  The image below is one I'm having difficulties with. 

Screenshot_2021-03-03_184413_1b44aabe28bfbe6b1b3bacdf45497c87268c4420.png