EP680 | 💔

The episode opens with a striking admission: the host is recording under difficult personal circumstances, describing a "heartbreak" that has made it hard to focus. This emotional rawness sets the tone for a conversation that is less about market analysis and more about the psychological toll of investing, the loneliness of decision-making, and the quiet discipline required to keep going when things fall apart.

The weight of being wrong

The host reflects on a recent investment thesis that went badly. He had been confident in a particular position — a semiconductor-related name — and had discussed it publicly. When the trade turned against him, the loss was not just financial. It was reputational. He describes the feeling of watching a stock drop while knowing that listeners had followed his reasoning, and that some had likely entered the same position. "You carry the weight of other people's money," he says, even when they made their own choices.