I think the best advice is not to take people's advice! Everyone's life, stress tolerance, maturity, health, wisdom etc. is very different. Also, the companie

I think the best advice is not to take people's advice! Everyone's life, stress tolerance, maturity, health, wisdom etc. is very different. Also, the companies are different: OKTA has a very specific market with a relatively well-known product-market fit. Other businesses don't know their product market fit. Having a family is a big commitment and changes everything related to priorities so comparing the family "man" with the singleton is not correct. The most important thing imho is about how you are able to deal with failure and your expectations for mistakes. The experienced founder is not necessarily wiser than you, they have probably just learned that things don't always work out. Once you accept that you will need to work, let's say, 80 hours per week average to make a startup happen but at the same time, it might not work, you might have to fire people, you might let down shareholders, you will need to have hard conversations with your close family; if you can handle that without feeling too much regret then you might be OK. The rest of us end up having to cope with the fact that we don't deal with failure well and take things too personally ;-)