As someone who has (painfully) fallen into this trap before, one of the big considerations has to be “How are you going to support yourself?”
If you take the leap, then you will be relying on savings and hoping to make profits before your funds run out. Depending on your savings, this could be a matter of months, which is too short. Also, people can smell desperation!
Whereas if you can delay making that leap until your new venture can support itself and you, you’ll give yourself much more time to get things right.