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I suppose I'm assuming that riots, food/medicine shortages, cancelled flights, pound falling through the floor etc. would change people's minds
Sadly not. People are generally very resistant to the idea that they have been duped, so they tend to double down.
Polling has long established that the electorate tends to trust the Tories more to fix economic problems even when they are aware that the Tories caused them, which is not rational but it is what it is. Besides, you're also describing the conditions in which fascism tends to flourish, something Cummings (low-rent Bannon in a v-neck) seems to relish.
As for Boris, we've never seen him in a position of real power before (he didn't care about the London Mayor position, but this one he does), so I don't think we can predict what he'll do based on previous performance. This is the job he's always wanted, not a staging post along the way.
We do know he set the country on this destructive path not because he believed in Brexit - he doesn't - but because it offered him the best chance of getting this job.
I suppose I'm assuming that riots, food/medicine shortages, cancelled flights, pound falling through the floor etc. would change people's minds, and they'd realise they'd been duped and there's no way Corbyn could ever be worse than that. But clearly I've learned nothing over the last three years because if this has shown us anything it's that Brexiteers are not bound by reality when they make political decisions.
Scotland :)
Surely if Corbyn loses again that's the end of him. I have no idea who the Labour party membership would go for though, hopefully someone with a bit more potency. Someone who can hoover up the centrists from the Tories/Lib Dems.