I think it was over the top of Wade to force Carl out of Stanford and will probably come back to bite him. Getting him off the team would have been enough.
I think it is cool Matt wants to be a buffer for Riley. Matt and Wade remind me of the parents of Logainne Schwartzandgrubenierre in the 25th Annual Putnam County Spelling Bee. One father is the sweet, supportive one, the other is the A type perssonality always pushing. While Wade may not be a strictly A type, the nattiness and anal retentive aspects are a part of it.
I think men "come into their own" usually well after college and for gay men, sometimes never. What changes and matures your average straight man seems to be marriage and fatherhood. When you get married, you don't hang with your single friends as much, you tend to gravitate to your friends in the same stage as life.
It will be interesting to see where Wade puts his money. Hopefully he throws $50m, a relatively small percent of his money, into a double tax free portfolio. That would bring over $2m a year, $166,000 a month, with no taxes.