It was a genius move because it massively increased the value of the company beyond even the gains it made directly through BTC. BTC is up 200% in the last three months and MSTR is up over 400% because they're now reputed as a cutting edge forward thinking company. Sure BTC could see a pullback after recent gains but it's never seemed more clear that it's a safe long-term play and a great way for any mid-sized company to dramatically increase its public profile and brand value, not to mention its coffers if BTC continues to do well.
MSTR is really genius. They went and borrowed an additional half billion and on 0.75% interest and used that to buy even more bitcoin. SQ, TSLA followed. PayPal and Mastercard making moves. MSTR held a bitcoin conference with 1400+ corporations to teach them the bitcoin treasury playbook. 2021 is going to be a year of institutions joining in.
They are just too slow and corporate. They still consider Elon a little out there. As soon as Zuck or Larry Ellison go in, the rest will follow. Every company is investigating the issue. (Including Cisco) I just think they are too risk-averse until someone else from the traditional companies goes first.
Companies invest in stocks all the time. Case in point, Yahoo and Alibaba.
Bitcoin isn't a stock, and Yahoo's investment in Alibaba was I believe fairly small relative to its overall investment portfolio and they just got fortunate that the price exploded while simultaneously the rest of its business tanked leaving the alibaba holdings as a disproportionately large asset. I'm talking about companies going all in on non-cash assets. Also they bought Alibaba 16 years ago, so "all the time" is a bit of a stretch.