The "Flawless" Hero

Henric van Dyke has just beaten his greatest adversary and is widely hailed as a flawless Hero! However, he knew best that he was anything but that. This is the story of what happens when a real arrogant scumbag of a man receives a "blessing" of going back to a specific point in time, every time he dies. How does one's character change? What about their worldview? Are they lonely at the end, or was life worth living?