One thing to consider: Lots of situations can wipe you out in cash (family member gets ill, you get ill or injured, new child born, etc) BUT if you go for it no

One thing to consider: Lots of situations can wipe you out in cash (family member gets ill, you get ill or injured, new child born, etc) BUT if you go for it now, you'll know if your cashflow is good enough to keep going or if you have to get a new job. You seem qualified, intelligent, and responsibile: You should be able to find a job pretty quickly if the entrepreneurial thing doesn't work out. Faster you jump in, more likely you are to do it. There's tons of things that can come up to make jumping into the unknown a very bad idea. But right now, you can try your hand for 6-10 months and see where your cashflows are and if your business is growing. If it doesn't work, you've got 8-12 months to find a new job before you're broke. Also as an employer, trying your own hand in business is a huge plus on the resume. Staff that can think strategically/managerially are really cool to work with. You'll learn a hell of a lot on your own, you've got a long time to make things work, and then if something changes, you'll know if your biz is viable to support you and your family.