I’ve seen it in startups too. Some founders take bold risks because they know, consciously or not, that if it doesn’t work out, they’ll be fine. Others carry the weight of “I can’t afford to screw this up,” and that changes how they operate. Even if they’re equally capable, the emotional cost of risk is just higher when you don’t have that built-in safety net.
And from the outside, those differences are invisible. Both people might succeed, but one was playing on easy mode and didn’t know it. The other had to brute-force their way through every step. That gap is real, and we don’t talk about it enough.