When is the right time to leave main job and dedicate full time to side project?

First congrats! Leaving the security of a job can be a scary thing. Hate to start off with "It depends" but if this were a case to say it, this is it. There are so many factors: 1. Are you supporting other people? 2. Do you have cash reserves. If so, enough that will last if your revenue tanks? Don’t quit until you can safely project an income that’s at least 2/3rds of what you make in your job or 6 months in reserve. 3. What is your side project? Is it one that has somewhat predictable revenue? Have you done any revenue forecasting 4. What's your risk tolerance? 5. Do you have health insurance figured out? 6. Are you ready? 7. Does your family (family business) know you have a side hustle and are they supportive? Lots to think about. -Bill Fixmygrowth.com

I think this is a risk reward decision, I would go with atleast working part time with your family, since family comes first (if it was a normal job, I would have said to go full time with your project)., however, given that you are already making 10x the money on your project, I think you need to give it more time and effort. Maybe you can start hiring a replacement and teaching them to use this CNC machine and then go full time with your project, but also always keep assisting your family (like as a consultant or something).

The right time is when you're no longer able to do both. Stability vs Perspective is a hard choice to make, but there's one more relevant factor to it - you'll gain experience regardless if your project succeeds or fails. You'll upgrade your skills and gain knowledge that will be 100% useful to your career. You'll gain regardless. So a smart choice would be to risk it.

It’s pretty cool when you can make money on the side doing something you’re passionate about and these days, many of us are doing just that:)