The Wolf of All Streets: “Michael Saylor might be one of the worst traders in modern history.” Is he serious?

Scott Melker called the co-founder of Strategy, Michael Saylor, one of the worst traders in modern history. Melker provided reasoning for this, but… is he serious?

Melker analyzed the prices at which Strategy was doing its massive BTC purchases and concluded that around 20% of these purchases were made at a price above $90.000, while the average price during the over 4.5 years of BTC purchases is $67.400. Melker outlines that Saylor only bought dip on three of nine instances of BTC purchases in 2025, while the rest of the purchases were made at a high price.

Melker's findings paint Saylor as a person making rookie mistakes when deciding when to buy another load of Bitcoin. However, everyone who has seen Saylor’s speeches and interviews knows that his approach to Bitcoin doesn’t factor into the USD price at the moment of purchase.