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Sell the risky stock that has inflated in value from hype cycle exuberance and re-invest proceeds into lower risk asset classes not driven by said exuberance. "Taking money off the table." An example would be taking ISO or RSU proceeds and reinvesting in VT (Vanguard Total World Stock Index Fund ETF) or other diversified index funds.

Taking money off the table - https://news.ycombinator.com/item?id=45763769 - October 2025 (108 comments)

(not investing advice)


What tomuchtodo said. When I left Sun in 1995 I had 8,000 shares, which in 1998 would have paid off my house, and when I sold them when Oracle bought Sun after a reverse 3:1 split, the total would not even buy a new car. Can be a painful lesson, certainly it leaves an impression.

Heh, I was at Netscape when the Sun-Netscape Alliance was created. Tip of the hat to a fellow gray beard. ;)

Thanks, picked up copies for the Internet Archive's OpenLibrary and to have a copy scanned for a public PDF.



> Your premise that the leaders of every single one of the top 10 biggest and most profitable companies in human history are all preposterously wrong about a new technology in their existing industry is hard to believe.

Their incentives are to juice their stock grants or other economic gains from pushing AI. If people aren't paying for it, it has limited value. In the case of Microsoft Copilot, only ~3% of the M365 user base is willing to pay for it. Whether enough value is derived for users to continue to pay for what they're paying for, and for enterprise valuation expectations to be met (which is mostly driven by exuberance at this point), remains to be seen.

Their goal is not to be right; their goal is to be wealthy. You do not need to be right to be wealthy, only well positioned and on time. Adam Neumann of WeWork is worth ~$2B following the same strategy, for example. Right place, right time, right exposure during that hype cycle.

Only 3.3% of Microsoft 365 users pay for Copilot - https://news.ycombinator.com/item?id=46871172 - February 2026

This is very much like the dot com bubble for those who were around to experience it.

https://old.reddit.com/r/explainlikeimfive/comments/1g78sgf/...

> In the late 90s and early 00s a business could get a lot of investors simply by being “on the internet” as a core business model.

> They weren’t actually good business that made money…..but they were using a new emergent technology

> Eventually it became apparent these business weren’t profitable or “good” and having a .com in your name or online store didn’t mean instant success. And the companies shut down and their stocks tanked

> Hype severely overtook reality; eventually hype died

("Show me the incentives and I'll show you the outcome" -- Charlie Munger)


Original title “Student Loans May Get Discharged And Refunded Automatically For 200,000 People As Key Deadline Passes” compressed to fit within title limits.

We could be going faster. See: China


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