A few founders recently told me they keep many challenges to themselves because they don& #39;t want their VCs to think they& #39;re inexperienced or ineffective. IMHO it& #39;s better to tell existing investors everything if you trust them. They& #39;re *very* aligned w/your success & want to help.

Sharing challenges with investors and advisors is like asking questions in class: you can worry about perception, or you can focus on learning and improving.

Building startups is very hard, and there are no dumb questions.

As a VC, I& #39;d much rather help someone try to figure out a problem -- even if that problem is one that most people would know how to solve -- than have them struggle unnecessarily for weeks or months.

Addendum: fwiw there are many things I don& #39;t know that you may expect VCs to know. For example, I& #39;m not great w/cap tables & haven& #39;t managed or fired people firsthand. For me, the most effective approach when I face a new problem is to ask a few smart people how they& #39;d solve it.