In his book, Omar describes himself as a romantic during his coming of age in the wilds of Tora Bora, Afghanistan. He dreamed of following his older brother Abdullah's example, marrying a Bin Laden cousin and living in the quiet comfort his father left behind in Saudi Arabia.
"I spent hours thinking about a certain cousin, a pretty and sweet girl…imagining us falling in love, getting married, and living in a lovely home filled with sweet-faced children," he wrote, tuning a small radio to hear the love songs of Um Kulthum as part of a "desperate need to create a new life."
When he was interviewed by ABC News in early 2010, Omar had a chilling warning for those who were hunting his father.
He said that if his father were killed, the worst might lie ahead. America might face a broader and more violent enemy, with nothing to keep them in check.
"From what I knew of my father and the people around him I believe he is the most kind among them, because some are much, much worse," said bin Laden. "Their mentality wants to make more violence, to create more problems."
Omar turned his back on his father's philosophy even though his father had picked him to succeed him as the leader of jihad.
"Attacking peaceful people is not being fair, it is unacceptable," bin Laden told ABC News. "If you have a problem with armies or governments you should fight those people. This is what I find unacceptable in my father's way."
But bin Laden was confident at the time that despite the $25 million bounty on his father's head, his father wouldn't be caught.
"It's been 30 years now since he started fighting there," said Omar. "Who could catch him? No one."