What money are you referencing? Do you just mean the fact that he had parents capable of taking care of him?

I'm asking, because having read a decent bit about this particular guy, I don't remember anything that stuck out to me in his life as a "windfall" of sorts like you're describing aside from just being born to a family with political connections.

It legitimately didn't seem like he had much handed to him that the average upper middle class person wouldn't have also had handed to them. There's privilege from being from that background for sure, but most upper middle class people don't become multi-billionaires.

I don't think that's accurate.

His first fund started with something like 100k in around 1950 which is something like 1.2 million today, but it wasn't a "gift" it was assets under management he convinced investors to let him manage for them.

He definitely has a lot of privilege from his background. He's literally the son of a multiterm US House of Representative member and has attended multiple Ivy League Universities. He had connections to be able to find those investors that were mostly luck and circumstances of birth, and if you listen to any interviews with the guy you'll hear that he acknowledges this "ovarian lottery" as he calls it.

That said, with his returns, he still would have ended up wealthy even without those initial investors and just investing his own money, it just probably wouldn't be centibillionaire level wealthy.

We've had a few years since the Belichick-TB breakup, and I think I'm coming to an opinion on the relationship.

Belichick is a defensive genius. His defenses will consistently play well enough to keep his team in the game most of the time, but if he doesn't have an offensive playmaker on the field who can take advantage of those opportunities, it doesn't really matter.

TB is clutch af. He may be the clutchest player in NFL history and quite possibly the clutchest player in the history of any American sport, but he can have VERY long stretches where he looks and plays pretty average and needs a solid defense to put him in a position where those clutch plays actually matter.

That's my current working hypothesis. I think most people have come to the conclusion that the dynasty was mostly Brady, because of the success he has had in Tampa Bay whereas New England hasn't had much success, but since the breakup, Brady has had a pretty good defense every year in Tampa Bay whereas New England has not had a good offense in any of those years.