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Seems like marraige (and to some degree the employment form) would complicate matters because both sides are looking for the optimum.

What happens if the secretary you decide to hire is just using you to calibrate their search for what a good boss looks like?

Feels like there would be some interesting maths in that.

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It's seemingly solvable.

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

Interestingly, the traditional algorithmic solution is inherently asymmetric: it gives better outcomes to one gender than the other.

Are you basing this on math or history?

This is a mathematical statement, see the end of the Wikipedia section "Algorithmic solution", where it states "Among all possible different stable matchings, it always yields the one that is best for all men among all stable matchings, and worst for all women."

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