I find my gender is a barrier to getting traction and my experience is that it's due to patterns of this sort and not because most men intentionally want me to fail. But the cumulative effect of most men erring on the side of protecting themselves and not wanting to take risks to engage with me meaningfully really adds up over time and I think that tremendously holds women back generally.
I think gendered patterns of social engagement also contributed to the Theranos debacle. I've said that before and I feel like it tends to get misunderstood as well. (Though in the case of Theranos it runs a lot deeper in that she was actually sleeping with an investor.)
First choice, I remain silent. Best case, the female CEO kills it and I make some money. Worst case she flops and I lose my investment. Potentially great upside, relatively minor downside.
Second choice, I suggest a change. Best case the company does well and I make money. Worst case I’m labeled a sexist and I’m effectively ejected from the startup world. Potentially great upside, but unlimited losses.
Easy choice. I stay silent.