We already have a job market where a significant number of people have become permanently unemployable because their competences are not wanted.
Now imagine mass unemployment not only in blue collar work but also in white collar work due to automation. If unemployed white collar workers cannot get jobs and blue collar workers cannot migrate to white collar jobs because both job types are replaced by automation and AI, where will they get an income?
Meanwhile the argument ignores the not so far away reality where automation is available to the people who already have resources and jobs today, leaving even more people who currently have little without jobs and automation.
A job is not a right today, it is a responsibility. Our society assumes that everyone, or at least a large majority of all that can, has a job. How do we prepare for a future where the majority cannot get a job?
The most promising answer currently seems to be Basic Income. Though that leaves me asking too. How will we convince people and corporations that have to give up more of their income and accept taxing their property, to redistribute all resources to a huge mass of people that have not money, nor influence? It seems very easy as long as it isn't your own money. Paying taxes, few say that they enjoy that.
[I agree that "it's owned by someone" can be a problem more than "there's not enough land". Unfortunately, that's politics so I have no quick solution.]
As for what happens to the poor in future generations, it depends on bringing out the best in those with the power to choose. I don't think the alternative is helpful to entertain at this point. The only question is whether we can mature as a race to share without force, or whether balance will be made using force (government coercion, etc...). It's a question about how much faith we have in the human race to grow up quickly.
We don't want jobs; we want lots of things (and services), very cheaply. Jobs are the traditional way we were getting them. If there's another way of getting them, that will be fine.
One thing I learned from Julian Simon: things always get better. One thing I learned from Christianity: people love to predict the end of the world.
I didn't watch the entire second video; when he started explaining how the taxes are lower in a democracy compared to a dictatorship I just got annoyed.