Originally Posted by Artisan Fan
It depends on the degree I think. In a typical men's shoe the heel at a full 90 degree angle can be too block shaped. In a bespoke with a beveled waist and other lighter looking features seems to go well with some craftsmanship on the heel lest it be out of proportion.
but if you look at shoes from time gone by, a lot of them were like this, i guess it is a test to how confident you are with style!