Did it, though? That sort of misfortune can and does happen even without entrepreneurship, and might well have happened to him anyway.
Of course he did, as it made his enormous wealth seem like the result of great sacrifices.
You see this all the time.
Why do the rich deserve all their money? Because they made such great sacrifices and took all those tremendous risks. It's self-aggrandizement and self-justification.
Low wage workers make sacrifices and take risks just as great (or greater) all the time, but no one is going to pay hundreds of dollars a plate to hear them give a keynote speech humblebragging about how they worked so hard they had 3 heart attacks during their minimum wage jobs (from which they probably got fired for having to miss work), or how their marriages broke up... which happens all the time.
That's not to disagree with you, we often overlook the struggles and challenges of people in lower economic classes or less prestigious positions. More just to say I didn't get that humble brag vibe at all.
Oh, and I also don't know if he got paid, as I think he was an alumnus and it may have just been a volunteer speech. Again, I know there are other speeches in which people do get paid and follow the pattern you outlined, just saying I don't think this was one of them.
One of the biggest problems is the fact that anything you can do can be done better by paying someone else to do nothing but the thing you want to do yourself.