The point is that he built his businesses from scratch, and did so with a significant learning disability that meant he struggled to understand even basic P&L statements and balance sheets. His mother didn't build his record store or record label. His mother didn't build his airline. His mother didn't build his brand.
His early business successes were built from nothing. They weren't seeded with millions of dollars. They weren't inherited. He rolled one success into another.
This obnoxious notion, so common on HN, that someone has to crawl out of a ditch with not a penny to their name, or they're not self-made or deserving of any credit for their own success, needs to stop. It eliminates nearly every possible success story that could exist (which is of course the whole point). It's nothing more than a base envious desire to drag someone down because they've been successful.