The second part though is - does investing in bitcoin make any sense? Well in my opinion no. MSTR has no strategic advantage in buying BTC. It's also extremely worrying that they've crossed the rubicon, they are now leveraging up to buy more. You don't just have to factor in whether this current debt looks like it's servicable. You have to question whether this company is going to continue levering up to buy bitcoin. Also, the down side risks the article mentions are like "Let's assume no downsides". Ok assuming that BTC goes down they can service the debt with other income. Fine. As long as they don't issue more debt which they likely will. Also, even if they can service the debt that doesn't change the fact they've made a bad investment of several hundred million dollars.
It also doesn't include downsides such as "Someone hacks you and all your BTC are gone" or "The US issues a new regulation changing the tax regime massively increasing your tax exposure".
The reason people are bearish on this move is because it's a guy with no busines in investing just punting everything he can onto BTC, which is fine for him to do, but it's not a particularly smart thing for him to do. I mean one obvious concern is that this company is probably trading at a significant discount vs it's assets now, so what's going to stop someone coming along and saying "Hey, $X a share, I'll liquidate the BTC and hand it back to investors" when BTC has it's next dip?