[ninja2789]

I haven't left my day job, but I've definitely struggled with the same thoughts about whether I was "flaking out" by not leaving a stable but non-challenging job.

First, you should never feel guilty about providing for your family. We glorify start-ups in silicon valley because of survivorship bias and it's silly given the realities of a person's family responsibilities. So let's get that out of the way.

Second, if you think about leaving all at once it can seem daunting. Instead, you should prepare yourself over the next years to manage the risks of starting your own business. This means understanding your family finances, saving money, setting a timeline for your business, and setting a time to call it quits and go back to a salary job to reorganize.

Make a plan, communicate with your family about your goals, and then prepare yourself to execute that plan. Good luck!