The investment portfolio looks generally similar to those of most of UChicago’s peer group: a lot of public equities, private equity, hedge funds (often, as here, referred to as “absolute return”), real estate and natural resources. Maybe UChicago’s endowment manager had an off year relative to those at the peer schools - or maybe they’re not as skilled (you’d have to study the composition of the portfolios and compare the records over a longer period to make a reasonable judgment about that).
In that regard, the UChicago press release states:
Columbia and Penn seem to be the two schools being discussed the most upthread as points of comparison. I’m having trouble finding information on the longer-term performance of Columbia’s endowment (and the guy who had been running it went to Harvard a couple of years ago, so the management style may be changing somewhat), but Penn’s endowment returned 9.9% over the past five years, 7.7% over the past 10 and 7.4% over the past 20. I’d guess that the 1.9% annual differential with UChicago over the past 10 years, coming at a time when Penn was outraising UChicago (see below) is why the gap has opened up.
What is certainly true is that Columbia and Penn are, at least recently, raising more money than UChicago. Here are some figures from the last few years:
2017: Penn $626m, Columbia $603m, UChicago $483m
2016: Columbia $585m, Penn $543m, UChicago $443m
2015: Columbia $553m, Penn $517m, UChicago $444m
2014: Penn $484m, Columbia $470m, UChicago $405m
2013: Columbia $645m, Penn $507m, UChicago not listed (but must be below $424m, the cutoff for the schools listed)
So, during this time period, Columbia raised $2.86b, Penn raised $2.68b, while UChicago raised (at most) $2.2b.
https://news.uchicago.edu/story/university-chicago-endowment-grows-82-billion
http://www.investments.upenn.edu/about-us
https://cae.org/images/uploads/pdf/VSE-2017-Press-Release.pdf
https://cae.org/images/uploads/pdf/VSE-2016-Press-Release.pdf
https://cae.org/images/uploads/pdf/VSE_2015_Press_Release.pdf
https://cae.org/images/uploads/pdf/VSE-2014-Press-Release.pdf
https://cae.org/images/uploads/pdf/VSE-2013-Press-Release.pdf