We have around $600,000 in investments right now, plus my spouse gets VA compensation of around $1,970 per month. Realistically, to pay for health insurance for me and our 1 child, (spouse has free care through the VA), and pay our regular monthly expenses, we are looking at around $5,000 per month. Our mortgage is nowhere near paid off and is only about $1,100 a month anyway.
My spouse has a suuuuper easy job right now, but we are literally chained to our location. He has a good amount of vacation time, but it's not enough to do what we really want. And we are both bored. So, last week we hatched a plan to try and get other money coming in---jobs, businesses, etc where we can work from anywhere. For now, he is staying at his day job. But, if we can get other income coming in then maybe we'll feel comfortable enough to take a leap. And maybe not. We're both very nervous. Just 6 years ago (pre-kid) we were totally different people and we would have been fine with the idea of leaving a steady job. Now, we are chickens.