Isn't this a self-correcting problem? The grid will become more robust when there is an economic need to do so.

Alas, the "economic need" will be immediate when the outage happens, and the damage will be substantial because it hasn't been updated yet. Possibly expensive enough to make an update unlikely.

The "move fast and break things" attitude does not work for infrastructure. And no, the market will not magically correct all things. Major infrastructure problems are expensive enough that damage to them causes feedback loops.

I think the chance that it leads to lots of quick fixes rather than a redesign for the new demands and taking a long-term view is considerable.

Only if there's an immediate feedback-loop. (As in a AI-run dictatorship.) In practise this kind of feedback can take up to a decade to cause actual implementation in most democracies, I would guess.