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So you'd rather remain unlucky than acquire anything that could reek of privilege?

Maybe those unlucky people you have in mind, once they make it out of their misery, will wonder what to do, and find themselves interested in going to luck school.

Ultimately, it sounds as if when you are not privileged, under no circumstances should you try anything that could change your luck. If it would work, it would prove that you were never underprivileged to begin with, which is a big no no. Self defeating logic at its best.

But how many of those white collar jobs were around in the past, compared to toiling on farms and stuff?

The way it is written suggests "the workplace" used to be better: "But I would say that with all the evidence I’ve encountered — and it’s not perfect evidence — I’ve seen nothing inconsistent with the statement that the workplace has generally gotten worse" - "I see a workplace that has become shockingly inhumane."

Of course it is still valid to ask how a healthier workplace could be created. Just the notion that things were better in the past seems very unlikely to me.

It makes it sound as if work was more healthy in the past. Was it? When? I know hunter gatherer times were supposed to be paradise, but anything since then? Farming sounds rather arduous. Or what about mining, or working in factories where safety measures have not yet been invented?