As a force multiplier have a stable business that supports you but doesn't take all of your time can be huge. It allows you to take risks that others won't.
That said, there is something to having risks be actual risks. A friend of mine who has been much more successful than I have decided to take out a huge second mortgage on his house to start his own business (at the time it was an ISP and he spent nearly all of the money he pulled out on building out his data center and network). I advised him against it, after all if it failed he would lose his house. But his response was sobering, it was "Chuck, I need to know that if I fail I'll lose my house to keep my feet to the fire of not failing." Gutsy? Stupid? He made it work and is "retired" to his own boutique winery. Would I be as impressed if he had failed? I suppose it would depend on what he did after he got through that.
This motivation is real. I never worked harder than in the first 3 years of my bootstrapped business, when finance was precarious.
I didn't face any big financial loss, I had no mortgage, debt or capital requirements in the business. Just my own living expenses.
But I really, really, really didn't want to fail. That would mean moving back in with my parents and getting a job.
It really worked. If I had had enough money that I could have been in modest comfort indefinitely, I don't think I would have gotten off the ground.
I see a lot of people who would like to start a business. And they make some efforts here and there. But they have a decently comfy life, and they don't seem to have that drive that motivates you through the tedium, the tiny initial results, the lag between effort and something tangible. I consider it a virtual guarantee of failure.
That said, there is something to having risks be actual risks. A friend of mine who has been much more successful than I have decided to take out a huge second mortgage on his house to start his own business (at the time it was an ISP and he spent nearly all of the money he pulled out on building out his data center and network). I advised him against it, after all if it failed he would lose his house. But his response was sobering, it was "Chuck, I need to know that if I fail I'll lose my house to keep my feet to the fire of not failing." Gutsy? Stupid? He made it work and is "retired" to his own boutique winery. Would I be as impressed if he had failed? I suppose it would depend on what he did after he got through that.