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.
I’m not sure why female founders are being portrayed as a different species? They’re humans. They know about sexism. They know when what they’re seeing is sexism vs critical feedback. And they will understand if you express your concerns with that.
One can't possibly guarantee that every founder (female or not) knows that, and in fact, TFA implies that many don't. So the possibility that at least one of them will think the investor sexist for giving feedback is unfortunately not zero. And, of course, this option doesn't seem to consider the possibility that even if the founder takes the criticism at face value, someone else might not.
In light of that, the third choice you present seems to be GP's second choice after all.
There is a nonzero risk in any social interaction that involves giving critical feedback. The way you manage that risk is by investing in healthy relationships, not by perceiving literally half of humanity as being too risky to be worthy of critical feedback.
I’m not quite sure what to say to you. Living life involves risks. It sure seems like one of those risks is being deliberately amplified to be used as an excuse to “not even bother” with female founders.
Depends on the quantum of risk.
I'll make someone unhappy at most but the truth will help them? Sure.
I can be labelled as sexist and it might end my career? Hard nope.