Earlier quoted context omitted.
Nobody ever got rich by questioning the wisdom of "line go up".
The Big Short guys would vehemently disagree with this.
The most I can afford to do usually is "leave this role because even though the press and investors are still on board, I don't think it's a good bet anymore." I've done it a few times, I've even been right about whether they'd make a good ROI on those new funds... and so I made modestly more in the new role than I would've by vesting more pointless options or whatever... but I couldn't really short those startups or subdivisions to make a fortune by them failing. While their founders/CEOs made a (small) fortune by failing, but in a big enough way.