So how many bootstrappers have spouses and families? Seems to me like the kind of risk that's easier to take for those who are younger and/or have fewer responsibilities.

Also, how many boostrappers make lifestyle changes months before they leave their day job for the uncertainty of boostrapping? I would imagine you'd want to have enough saved for 6 months of expenses (the general rule of thumb for anyone actually) and an idea of what your new life is really going to be like.