I have to agree with you and admit that I'm somewhat relieved to see I'm not the only one who felt this way. The list as a whole reflects a certain self-unaware separateness from the "real world". It is hard to describe, but eery indeed.
EDIT just checked his Bio. Nope, not young. Perhaps just in some sort of bubble. Thinktank perhaps. The whole tone is all very think-tanky.
Your "find me a wife" portrayal is the least charitable possible interpretation of that section of the article. Was your comment made in good faith?
I mean, even in this list.
To my mind, this list is very much like the "how to make more entrepreneurs (in the VC sense) more successful" articles that show up often.