In this episode, Simon and Dan candidly discuss their worst investing mistakes, emphasizing the importance of acknowledging errors in judgment and the lessons learned from them. They explore themes such as drawdowns, overvaluation, home bias, and the necessity of understanding investments before committing funds. The conversation highlights the significance of position sizing and the emotional aspects of investing, including regret and profit-driven decisions. Ultimately, the hosts stress that while mistakes are inevitable, they can lead to valuable insights that improve future investment strategies.

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