The quote from Tad Williams' "Shadowplay: Shadowmarch Book 2" highlights a significant dilemma between caution and boldness. It suggests that those who act cautiously tend to reflect on their mistakes over time, while those who take bold actions may not dwell on their errors as much, especially if they achieve success. This reflects the idea that careful individuals may avoid risks and survive, but in doing so, they might miss opportunities for victory or greatness.

The underlying message emphasizes the balance between taking calculated risks and the fear of failure. While being cautious can protect one from immediate setbacks, it can also lead to a lack of ambition and missed chances. On the other hand, boldness can lead to significant achievements but may come with the cost of potential failures. Ultimately, the quote encourages a reflection on the nature of risk-taking and its implications for success and survival.