Simon has always been the type of guy who would calculate before attempting anything. He was kinda like a Living Computer. Things went well in his life as he was going through high school, but one day he found himself transported to another world.
The first time it happened, he lived honestly as a Grand Hero. The second time it happened in College, he lived vicariously as a Beast King. This didn't happen a third time, which lead to many things happening until he gave up to live his life.
He adopted a grandson, and started to live life while believing that he was needed more on Earth now.
However, the forces of the Other World disagree.