Dollar-cost averaging feels safe until you need to sell. Because markets rise more often than they fall, you end up buying most shares near peaks, pushing your average cost higher. If you never exit, it works fine. But an unexpected need to cash out leaves you exposed.
Blindly buying in month after month using so called DCA can quietly turn from a strong conviction into actually a hidden risk. And when prices rise over time, buying on a schedule, it does feel safe, it feels smart, and it feels disciplined. But here's the catch. Each new buy is usually at a high price and your average cost. What it actually does is it creeps up and most of your money ends up getting invested near the very very, very very top. And that's just because markets just keep spending more time going up. And that's fine again if you never plan to sell like Saylor. But if you ever need to exit suddenly your safe strategy it isn't so safe. Blind DCA works if you never have to sell.
