I believe that I did "actually describe a scenario where it was well functioning but ran out of money."
From my essay:
"Nothing can grow forever. Sooner or later, something is going to happen that causes the donations to decline instead of increase. It could be a scandal (real or perceived). It could be the WMF taking a political position that offends many donors. Or it could be a recession, leaving people with less money to give. It might even be a lawsuit that forces the WMF to pay out a judgement that is larger than the reserve. Whatever the reason is, it will happen. It would be naïve to think that the WMF, which up to this point has never seriously considered any sort of spending limits, will suddenly discover fiscal prudence when the revenues start to decline. It is far more likely that the WMF will not react to a drop in donations by decreasing spending, but instead will ramp up fund-raising efforts while burning through our reserves and our endowment."