this post was submitted on 06 Nov 2025
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The fact that he was even able to make that bet is incredible. How deluded do you have to be to think the AI bubble won't burst? Keeping it going will require in ever-increasing amounts of money to paper over the gaping chasms that keep cropping up, and eventually the amount of money necessary to keep it going will cease to be feasible. Then, after taking gullible investor for all of they've got, the whole thing will fall over in the world's most well deserved and predictable market crash.
The subprime mortgage collapse was inevitable only in hindsight, you had to have a good understanding of the market to see it in advance. To see the level of corruption and false promises that have to be made in order to make the mortgage bubble possible. But everyone can see the AI BS right out in the open, I'm not talking about the "how many Rs are in strawberry" questions either, I can sort of see why that's not really a fair question. I'm talking about the fact that every single business that has ever tried to replace its employees with AI, has always failed, and failed almost immediately. Even Amazon couldn't make it work.
I think the idea is that, whilst shorting, you get squeezed. The question is not 'if' but 'when' and if it takes too long and you're $1B deep you can lose your shirt
Yep. The market can stay irrational etc
The thing is though as long as it goes down that's usually all you need. You don't need a total collapse.
That's the thing though, options are generally relatively short in duration, with most being a few months. The longest options are around 1-2 years out.
Could AI stay keep its hype for 1-2 years? Probably. Will it? Who knows!
I assume he has enough funds to buffer and roll it forward if it takes longer than he thinks.
The question is, will he still see a profit if it takes 5-10 years? Will his investors stick with him even if he loses billions? They almost left in 2008, what if this takes longer than that?
If you're taking the contrarian stance in investing, you have to be right both about direction and timing, and timing the market is very hard if not impossible.
Yep, you can only do so much risk management and hedging, and only for so long. There comes a time when you have to cut it off but, you know, hubris