My general impression is that Oxford is more closely associated with political power than financial power. Cambridge has a far larger endowment than Oxford and in fact it's equivalent to some of the US Ivy League schools. But Christ Church, Oxford alone has had as many Prime Ministers among its alumni as Cambridge in its entirety.
Cambridge's Endowment: £4.9 billion
Oxford's Endowment: £4.03 billion
[Added: Solipsist made good comments that partially account for the phenomenon, and Douglas_Knight pointed out that the figure of $200m+ below should be $30m+]
This article reports that Harvard has 2,964 alumni worth $200+ million, with a total wealth of $622 billion. These figures are staggering:
Note that Bill Gates "only" has ~$75 billion and that Mark Zuckerberg "only" has ~$30 billion, so that they don't account for Harvard's decisive advantage over other universities.
What is going on here? Why would Harvard come out ahead by such a large margin? Its acceptance rate is smaller than those of Stanford, Yale and Princeton, but by no more than 25%. Moreover, this has been true historically
One can ask a similar question of University of Pennsylvania, which is significantly less selective than Yale and Princeton, but has a decisive advantage over them.
Some possible explanations for the discrepancy:
Regardless of which of these explanations hold, there remains a question of why they would hold.
Is Harvard a better choice than other universities for students who aspire to be wealthy than other top schools?