Technology

The link below isn't the fundamental reason, but I think it helps to explain the shift in mindset. With the best of intentions and a desire to innovate and help people live better...the ersartz movement became corrupted by conspicuous consumption and a "disruptor" capitalist mindset:

https://en.wikipedia.org/wiki/Whole_Earth_Catalog

Quick guess - as people become enormously successful, the values they had as individuals often fade. Executives forget what it was like to live paycheck to paycheck (assuming they didn’t have rich parents to begin with). They feel less need to hide (or even acknowledge) their flaws, because now they’re making “fuck you” money.

Our society values money over integrity. If you’re rich enough, you can literally get away with murder.

When tech isn't controlled by the user: then the user is controlled by the dev, and power corrupts.

Some are born selfish and others are molded by our insistence you strive for money to survive.

I can't really say whether any of the people you've listed are actually more or less "evil" than one another but in terms of why they present differently, there are a couple of factors I can think of.

One is the changing state of the tech industry. Data and attention are the most valuable commodities now, so these businesses are designed to be aggressively anti-consumer. There is also less big investment now and/or companies are required to pay back their investments quicker, which has degraded the quality of their products and services. Google's big decline is heavily related to this, for example.

The other aspect is the rise of the culture war shit in the US. Most of the people you listed are American or live in the US, and people there have completely rotted their brains with that shit. It's infecting the rest of the West as well but if you want to see what a genuinely retarded nation looks like, the US is where it's at.

I suspect if you swapped these groups of people between their relative eras you'd be disappointed in how similar they turn out.

My thought is that these people think that their smarter than everyone else therefore they are justified doing anything they do. On the other hand, anyone with a billion dollars got it by making a whole lot of other people poorer. And they ate neither actually geniuses nor benevolent in any other way.

The Phillip Morris CEO makes money by hooking people onto something that isn't good for them. Tech CEOs are very seldom any different. Anyone who says otherwise usually has a financial interest in making you believe them.

In my opinion it’s pretty simple… greed

Big money / venture capitalists prefer to fund people of their kind: the ruthless. They also accept the spineless they can boss around. That's gone on for centuries, so the good funders have been trampled and gone extinct.

In my opinion : The money is MUCH more lucrative now because of data mining. That's it. That's the real product being sold and because it isn't encouraging innovation for innovation's sake, but for a bottom line or goal that almost certainly depends on features that gather ad much data as possible to sell... etc etc