knowing this strategy, do you still feel more compelled following strategy's bitcoin purchases? is Michael saylor concerned about something other than maximizing his bitcoins? perhaps the reputation of his company is still on the line and he has to protect the confidence of his investors hence why he only buys when bitcoin is doing well.
while strategy is admirable for continuing to buy bitcoin, we individuals should not be following strategy if they tend to buy bitcoin at its peak. now that bitcoin is declining now is the time to accumulate the most bitcoins as you can again.
One can’t compare themselves to large institutions like that of Micheal Saylor’s, they’re at the peak of their investments, so they don’t mind what the price will be before they buy, they buy at the top as they wish. This may be due to reasons known to them why they buy at the top, this could just be to buy themselves confidence from their investors as you’ve said. If you don’t trust an asset, you can’t always be buying the asset at the top when yourself knows that bitcoin will still decline and they can get to buy at better prices. Bitcoin is very volatile but the trust they have in it for the future has made them to be taken this decision to always invest at the top, these are the people we can call bitcoin enthusiasts.