I think Bill Gates is a great businessman and he has worked for his wealth, but let us not be delusional. The son of a well-respected Seattle lawyer from a long-standing Seattle family that could afford to send their kid to the most prestigious school in Seattle was never going to have issues having a comfortable career by going with "Plan B".
The only delusion in this thread is the idea that Bill Gates took no risk when he decided to drop out of Harvard and start a company with the goal of ushering in the age of personal computing. I'm not comparing him to a starving African child, I'm just pointing out that he took a risk just like every entrepreneur on the planet.
So yes, technically you're right, but your argument is missing the vital essence of what people mean when they say, eg, "Bill Gates wasnt taking a risk".
But because of my skills I had no problem getting back into a normal development job afterward.
That means that my risk was a lot less than someone who would lose everything if their plan didn't work out; the same goes for him. His risk was negligible.
As for "bleeding money out of his trust fund" - you do realize, short of developing a 6-figure coke habit, he could've lived off the interest for the rest of his life QUITE comfortably, right?
His relative risk was nearly 0. He was going to live, at worst, an upper middle class lifestyle regardless of the success or failure of Microsoft.
Except this is not a black and white matter, nothing is stopping him from going back to college except time and money of which he already had enough. I'm pretty sure his parents had a contingency plan in case his company failed.
We're not talking about whether he'd "get by," that's irrelevant. We're talking about relative risks assuming that Microsoft didn't succeed.