Existential trolley problem
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Yes, because he's finally rolling the boulder down a hill.
it says "towards" so not necessarily downhill
Not necessarily downhill, but the possibility of downhill is implied. Both of these locations would need to be infinitely high in order for the direction to be uphill.
AFAIK "infinitely up" is more plausible than "infinitely down", as in most systems you would eventually hit a center-of-mass when going down.
He could be coming in from underground though