He tried to short it a while ago and then saw exactly how much VC money was getting set on fire and realized that this time he couldn't stay solvent long enough to cash out.
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Wish it pop now get it over with.
He's called the bubble popped at multiple points and has gotten it right exactly once. He said the small and regional banks would fail, said insurance industry was ready to fail, called crypto bubble failures, healthcare bubble, etc etc etc. His twitter is a skitzo conspiracy fest of predictions that never happened.
The market does crash when enough people believe in skitzo conspiracy theories, tho.
And this one has overwhelming popular acceptance.
Not if it has enough political and investor influence to keep pumping.
Markets can remain irrational longer than you can remain solvent.