At this point, I'd say that I'd quit putting in effort to generating income when I get about $2,000,000. If I had that much and put it in stocks and bonds, I could easily get a return of $60,000 per year. That's more than enough to comfortably live off of. Although I'm a pretty simple person, and I'd be perfectly satisfied if I could go the rest of my life with a little more than basic expenses, plenty of food, and a bottle of whiskey every weekend. I know 60k a year would be MORE than enough for me to go the rest of my life on.