Yes, having experience in a domain can help you be more confident in your decisions. Are you trying to argue that experience plays no role in long term outcomes of building businesses?
I don’t think he’s arguing about the benefit of having confidence and experience in a domain, but rather the origin of the experience and confidence and how it impacts a startup’s success.
In this case: the startup success rate of those who worked for startups vs those who worked in some other institutions (or for some, no work at all).
Sure, working at a startup might make you be confident at making decisions, but will that confidence lead to good results when you’re a founder? Working at another place can give you confidence as well, but again, will it help you get the results you want in your startup?
Anyhow, I’m not sure the answers matter much because the author didn’t write much about the uniqueness of the skills learnt in startups. He emphasised more on velocity of learning skills that can be learnt in many places, but high-growth startups can provide the fastest route.