I haven’t taken that course yet but modifier stack order is quite important on most modeling topics. I would think that the boolean is creating geometry that is difficult to bevel so if bevel is below you won’t get the same effect because Blender has modified the original mesh data geometry to something entirely different for the bevel to work with. It’s is probably clamping the overlap or the area of bevel is being affected.
I think that makes sense. The first thing in the modifier stack that modifies your mesh data will affect the other modifiers drastically since they are working with a modified set of mesh data rather than the base mesh data. In a way this is actually the beautiful power behind modifiers. It’s all non-destructive and you can swap the order of things to get certain behavior.
Maybe I am way off here though.
