Well, this scenario COULD result in the fabled Fully Automated Luxury Gay Space Communism, where machines take care of most of the labor and the benefit of this is shared among everyone. But more likely, most of the benefit of this will be given to a select few.

Tbf, if he transfered that stock, the price of it would crash as the employees sold it. He'd have to do some kind of slow transfer over several years.

What specific policies should I be demanding of our politicians to make housing affordable again?

The answer is Georgism combined with no zoning, but people aren't ready to hear about that yet.

By Georgism I mean a very high tax (80+%) on the unimproved value of land. It prevents land speculation and returns the value of the land to the public. Houses would be incredibly cheap, because you couldn't make money by merely owning land. The only reason to own a house would be to live in it, or to provide a true service for people who would actually prefer to rent.