1. When you feel you have enough knowledge and competitive edge to stand out above the current market participants. 2. When the failure of the business will no

1. When you feel you have enough knowledge and competitive edge to stand out above the current market participants. 2. When the failure of the business will not ruin your life (and, very importantly, your family/dependents lives) 3. When you feel there are enough advantageous circumstances (like first-mover advantage, or you are lucky enough to be part of a skilled group that is like-minded, or you simply are extremely motivated not to work for an employer anymore) These are just my honest observations, ymmv. Some people are more risk-averse, so they will want more pre-conditions, some people are okay with just 1 of the above, etc.