I was in the same situation when I left a comfortable job to do a startup. What sounds different is that it's unimaginable to me that anyone would do this without their spouse being onboard. My wife and I talked about this and prepped for months, saving money and going the bootstrap route. We pivoted along the way in different directions that we thought were the right way to go, but always kept our heads above water because we did it together. After crashing and burning in 2008, I went into consulting and have been doing fine. I'll probably do it again before long, using lessons learned from earlier mistakes. The thing is, we have no regrets of saying "What if" because we gave it our best shot.