I don't think I can time dips and pumps. I plan with a multiple year horizon.
One thing I am clear on is that, to win, it's as important to go short fiat as it is to go long Bitcoin. So the idea of sitting on cash, waiting for "the right moment", sounds terrible to me.
After all, fiat is debased in a very continuous manner. So I don't think there is much to win by staying on fiat.
"... So the idea of sitting on cash, waiting for "the right moment...After all, fiat is debased in a very continuous manner..." Touche. Didn't think of that this way but that's a valid argument. In multiple years plan fiat definitely will lose value, quite opposite to BTC, yet another reason to buy almost ASAP. Another thing to keep in mind that Saylor's team most likely chew over this a multiple times, so sometimes its not horrible to take someone else's idea and use it.
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