Not being a pilot, but I have wondered why "Direct to" was not often given during my trips up front with a Jeppesen in my lap,
In the late 70's my L1011 training included Nav and I was shown the capability of the triple system in this aircraft and capability to arrive at destination spot on time, but with multi ATC areas and rules being excluded.
Why offer "pilot discretion proceed direct MAKLI" if this would entail a follow on LH hold pattern (over a populated areas), what advantage?