I do CNC machining for living 30y and tried all. I like to use 4 flute endmills on steel 2 flute on aluminum and yes sometime I vent past the flute but not on many parts just to save time (picking up new endmil) one of parts.
If I have to use short flute endmils on deep cuts sometime i would grande shank slightly so it is not rubbing on finished surface providing you have folding coolant or air blow to prevent a chips from claiming up the endmil.