I’ve been in your position before. I had golden handcuffs and I quit to start my own thingbecause I knew if i didn’t I would always wonder what if and it would eat me alive. There is a catch though. I did this before I had a family or a house to pay for. If I had those, I would not have done it. Also, if your product doesn’t work out, if you are outside your industry for a couple years it’s going to be a pain in the ass to break back in. I would call myself highly competent, but I routinely found myself in final round interviews when I tried to reenter tech following and they went with the other option because all things considered equal, would you rather the talent who has been working in tech the last 3 years, or the talent who built a logistics company over the last 3 years. So, all of this to say, I would only quit if you don’t have a family that depends on you and don’t own a house. I would also advise you to ensure you have a lot of savings to last you through a brutal hiring period should you elect to return. Good luck!

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