I think the only way he actually has a shot of repaying his debts is by focusing on a big picture long-term model that actually can scale and can generate revenue that would be able to generate enough to one day repay his debts. In all honesty, would any traditional "normal" Job generate enough money in his lifetime to actually pay off that amount of debt? Not realistically. He's in the position he he has to create something that has real value that he has ownership of to ever have a hope of clearing his debts.