I'll preface this with I am not a bit coin fain, I own none, or Microstrategy.I sold my STRK and MSTY late last year and early this year and had a small loss of $300. I've never been so happy to take a loss.If I sold today my loss would have been $30k.
My guess is Saylor will go down with the BTC dingy (it was a ship, VLCC to be specific, a couple years ago) but even the vessel is shrinking just like BTC. While the BTC dingy founders, he will continue to buy more (if he can) and continue espousing all its merits.
I certainly see, and like, some of what BTC can offer compared to fiat currency, but it's still all about what the next person will pay you at this point.
And much of the validation and acceptance needed by BTC is what will make it just like a digital fiat currency IMHO.
OTOH, I could be completely wrong on this topic, but time will tell.
Eddie
I think it will return to and past it's previous ATH in a handful of years. Based on nothing, just like every other time it rebounds to a new ATH after a crypto winter. I don't believe this enough to risk enough money to make any difference in my life, so, again, I do not own it. I would never put that much money in something this risky.
The question is can Saylor pay dividends for however long this winter will last. I think the answer is a very easy no. The dividends will come down, then probably just be cut altogether. There is no mechanism that they produce anything of any value except bitcoin go up.(yes I know they maintain some products, but it will not even close to cover their obligations) And if it doesn't.... all he can really do is return your own capital to you at significant loss if he keeps the dividend going. Can they weather being leveraged and significantly underwater for 3 years? Probably not well, but they did survive the last one.